Knowledge (XXG)

Metallocene

Source 📝

1069:(NMR) is the most applied tool in the study of metal sandwich compounds and organometallic species, giving information on nuclear structures in solution, as liquids, gases, and in the solid state. H NMR chemical shifts for paramagnetic organotransition-metal compounds is usually observed between 25 and 40 ppm, but this range is much more narrow for diamagnetic metallocene complexes, with chemical shifts usually observed between 3 and 7 ppm. 278: 739:. Industrially, sublimation is not practical so metallocenes are isolated by crystallization or produced as part of a hydrocarbon solution. For Group IV metallocenes, donor solvents like ether or THF are distinctly undesirable for polyolefin catalysis. Charge-neutral metallocenes are soluble in common organic solvents. Alkyl substitution on the metallocene increases the solubility in hydrocarbon solvents. 1181: 20: 172: 908:
spectroscopies have proved to be important in the analysis of cyclic polyenyl metal sandwich species, with particular use in elucidating covalent or ionic M–ring bonds and distinguishing between central and coordinated rings. Some typical spectral bands and assignments of iron group metallocenes are
1080:
of metallocene complexes has been very well studied and the effect of the metal on the fragmentation of the organic moiety has received considerable attention and the identification of metal-containing fragments is often facilitated by the
596:
This technique provides using metal atoms in the gas phase rather than the solid metal. The highly reactive atoms or molecules are generated at a high temperature under vacuum and brought together with chosen reactants on a cold surface.
869:. Crystals of ferrocene and osmocene exhibit eclipsed conformations at low temperatures, whereas in the related bis(pentamethylcyclopentadienyl) complexes the rings usually crystallize in a staggered conformation, apparently to minimize 508:
Sodium cyclopentadienide (NaCp) is the preferred reagent for these types of reactions. It is most easily obtained by the reaction of molten sodium and dicyclopentadiene. Traditionally, the starting point is the cracking of
378:
In contrast to the more strict definition proposed by International Union of Pure and Applied Chemistry, which requires a d-block metal and a sandwich structure, the term metallocene and thus the denotation
3580: 1232:, the blue iron(III) complex derived from oxidation of orange iron(II) ferrocene. The lithocene anion, , is the best-documented example of a metallocene anion; otherwise such ions are little known. 1843:
Kuo, L. Y.; Kanatzidis, M. G.; Sabat, M.; Marks, T. J.; Marks, Tobin J. (1991). "Metallocene antitumor agents. Solution and solid-state molybdenocene coordination chemistry of DNA constituents".
735:
Metallocenes generally have high thermal stability. Ferrocene can be sublimed in air at over 100 Â°C with no decomposition; metallocenes are generally purified in the laboratory by vacuum
2209: 3568: 1145:
derivatives: in the solid state biruthenocene is disordered and adopts the transoid conformation with the mutual orientation of Cp rings depending on the intermolecular interactions.
3045: 1135:
properties. Upon one-electron oxidation of a compound with two or more equivalent ferrocene moieties, the electron vacancy could be localized on one ferrocene unit or completely
2776: 2813: 329: 2317: 2663: 231:
in 1973 for their work on sandwich compounds, including the structural determination of ferrocene. They determined that the carbon atoms of the cyclopentadienyl (Cp)
2843: 1549:
E (E= S, Se, Te) and the crystal structures of hexakis(methylcyclopentadienyl)sulfidodiuranium and tris(methylcyclopentadienyl)(triphenylphosphine oxide)uranium".
2880: 1099:
After the discovery of ferrocene, the synthesis and characterization of derivatives of metallocene and other sandwich compounds attracted researchers’ interests.
1545:
Brennan, J. G.; Andersen, R. A.; Zalkin, A. (1986). "Chemistry of trivalent uranium metallocenes: Electron-transfer reactions. Synthesis and characterization of
3259: 1110:
feature linking of the cyclopentadienyl or polyarenyl rings by the introduction of one or more heteroannular bridges. Some of these compounds undergo thermal
3544: 3679: 3291: 2899: 3038: 2970: 2694: 1999: 2042: 3396: 3274: 3209: 2835: 1739:
Werner, Helmut; Salzer, Albrecht (1972-01-01). "Die Synthese Eines Ersten Doppel-Sandwich-Komplexes: Das Dinickeltricyclopentadienyl-Kation".
1188:
Triple-decker complexes are composed of three Cp anions and two metal cations in alternating order. The first triple-decker sandwich complex,
3942: 2643: 2514: 1943: 1085:
distribution of the metal. The three major fragments observed in mass spectrometry are the molecular ion peak, , and fragment ions, and M.
3031: 2949: 2800: 2721: 2668: 2310: 2057: 2686: 2638: 3139: 2961: 2916: 2872: 2856: 2658: 2625: 2615: 2502: 2149: 1605: 3414: 3002: 2911: 2768: 2567: 183:, and was discovered simultaneously in 1951 by Kealy and Pauson, and Miller et al. Kealy and Pauson were attempting to synthesize 155:. In the structure shown at right, the two pentagons are the cyclopentadienyl anions with circles inside them indicating they are 3601: 3431: 2864: 2827: 2822: 2788: 2630: 2579: 2544: 2527: 2519: 2455: 2395: 2184: 2179: 2144: 865:
rotamers. For non-substituted metallocenes the energy difference between the staggered and eclipsed conformations is only a few
3385: 2673: 2446: 2434: 2405: 2400: 2303: 2194: 2189: 2174: 1155:
derivatives: vanadocene complexes have been used as starting materials for the synthesis of heterobimetallic complexes. The 18
2077: 108:
properties, although metallocenes are rarely used industrially. Cationic group 4 metallocene derivatives related to catalyze
2749: 2653: 2607: 2490: 2410: 2364: 2199: 1924: 1282:
Metallocene dihalides (M = Ti, Mo, Nb) exhibit anti-tumor properties, although none have proceeded far in clinical trials.
336:
and two cyclopentadienyl ligands coordinated in a sandwich structure, i.e., the two cyclopentadienyl anions are on parallel
262:
Fischer et al. first prepared the ferrocene derivatives involving Co and Ni. Often derived from substituted derivatives of
2422: 1992: 414:
have been reported where there are three cyclopentadienyl ligands for a monometallic complex, all three of them bound Ρ.
2941: 2763: 2477: 3168: 2250: 1816:
Harder, Sjoerd; Prosenc, Marc Heinrich (16 September 1994). "The Simplest Metallocene Sandwich: the Lithocene Anion".
1111: 2255: 1621:
Panda, T. K.; Gamer, M. T.; Roesky, P. W. (2003). "An Improved Synthesis of Sodium and Potassium Cyclopentadienide".
1275:
has been discussed for determining the levels of glucose in a sample electrochemically through a series of connected
109: 1066: 662: 3620: 3320: 3086: 2067: 116: 3725: 3198: 3126: 2925: 2485: 2340: 2139: 2103: 2008: 1985: 666: 323: 228: 3023: 269:
One of the very earliest commercial manufacturers of metallocenes was Arapahoe Chemicals in Boulder, Colorado
1451:[On the crystal structure of the di-cyclopentadienyl compounds of divalent iron, cobalt and nickel]. 3216: 2713: 736: 3533: 3487: 2808: 2620: 2284: 2169: 1482:
Chirik, Paul J. (2010). "Group 4 Transition Metal Sandwich Complexes: Still Fresh after Almost 60 Years".
862: 480: 289: 188: 160: 48: 3999: 3521: 3263: 3227: 3186: 3097: 2648: 2204: 1449:"Zur Kristallstruktur der Di-Cyclopentadienyl-Verbindungen des zweiwertigen Eisens, Kobalts und Nickels" 1334: 1241: 901: 858: 751:
involves the variation of the M-C bonds, which elongate as the valence electron count deviates from 18.
681: 396: 101: 97: 3499: 1257: 1107: 3664: 3509: 3358: 2599: 2326: 2159: 2022: 1788: 1379: 281: 2989: 3007: 2279: 2098: 2072: 2027: 1712: 1305: 1132: 3012: 513:, the dimer of cyclopentadiene. Cyclopentadiene is deprotonated by strong bases or alkali metals. 2994: 2740: 2345: 2093: 2047: 1957: 1911: 1899: 1676: 1648: 1444: 1395: 1330: 905: 866: 224: 220: 24: 1249: 1245: 1114:
to give soluble high molecular weight polymers with transition metals in the polymer backbone.
277: 3105: 3055: 2274: 2245: 2235: 2164: 1939: 1920: 1845: 1756: 1657: 1601: 1527: 1453: 1339: 1164: 1119: 1094: 1077: 854: 510: 384: 357: 263: 152: 258:
dicyclopentadienyl compounds is known as metallocenes. Metallocenes have the general formula
2240: 2134: 2037: 2032: 1953: 1889: 1881: 1853: 1825: 1796: 1748: 1720: 1666: 1630: 1559: 1519: 1491: 1462: 1426: 1387: 1370: 1347: 1291: 1248:
catalysts, metallocene catalysts are homogeneous. Early metal metallocene derivatives, e.g.
1168: 1156: 1115: 485: 372: 337: 333: 255: 73: 36: 665:. It reacts with metal halides to give thallium chloride, which is poorly soluble, and the 211:
with iron in the presence of aluminum, potassium, or molybdenum oxides. The structure of "C
3238: 3070: 2113: 2108: 1597: 1253: 914: 208: 77: 348:", the equivalent bonding of all 5 carbon atoms of a cyclopentadienyl ring is denoted as 1792: 1694:
Flower, K. R.; Hitchcock, P. B. (1996). "Crystal and molecular structure of chromocene (
1383: 383:, is applied in the chemical literature also to non-transition metal compounds, such as 375:
is between the Cp groups. For example, in ferrocene, iron(II), ferrous iron is present.
2758: 2472: 2230: 2129: 2052: 1932: 1780: 661:
A variety of reagents have been developed that transfer Cp to metals. Once popular was
1416:
Miller, S. A.; Tebboth, J. A.; Tremaine, J. F. (1952). "114. Dicyclopentadienyliron".
500:
Three main routes are normally employed in the formation of these types of compounds:
3993: 2467: 2372: 2225: 1724: 1680: 1418: 870: 1903: 3910: 3902: 3894: 3883: 3866: 3858: 3850: 3842: 3826: 3656: 1551: 1399: 1059: 874: 685: 1200:, was reported in 1972. Many examples have been reported subsequently, often with 1180: 3560: 3423: 3406: 3335: 3304: 3131: 1300: 1269: 1213: 1142: 1136: 930: 392: 341: 156: 688:; in this case, the formal deprotonation of the cyclopentadiene is followed by 391:
Ba), or structures where the aromatic rings are not parallel, such as found in
3730: 3625: 3283: 3251: 3178: 1752: 1148: 677: 235:
contributed equally to the bonding and that bonding occurred due to the metal
141: 1760: 1531: 3776: 3708: 3691: 3593: 3471: 3312: 2266: 2062: 1894: 1876: 1272: 1201: 1152: 924: 853:
M, the cyclopentadienyl rings rotate with very low barriers. Single crystal
697: 353: 345: 297: 254:
of the Cp ligands. This complex is now known as ferrocene, and the group of
250: 237: 184: 180: 145: 105: 1977: 1829: 1131:
Ferrocene derivatives: biferrocenophanes have been studied for their mixed
1671: 1652: 1467: 1448: 1368:
Kealy, T. J.; Pauson, P. L. (1951). "A New Type of Organo-Iron Compound".
96:
Closely related to the metallocenes are the metallocene derivatives, e.g.
3834: 3700: 2295: 1430: 936: 693: 411: 285: 244: 1857: 1563: 1523: 1351: 464:
Only one Cp ligand with additional ligands, L ('piano-stool' structure)
434:)–metal complexes and they can be classified by the following formulas: 19: 3926: 1082: 361: 1801: 1775: 1634: 1495: 1391: 1240:
Many derivatives of early metal metallocenes are active catalysts for
171: 1877:"Nomenclature of Organometallic Compounds of the Transition Elements" 232: 1276: 689: 1741:
Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry
1510:
ARAPAHOE CHEMICALS, INC (1962-11-01). "Arapahoe Chemicals, Inc".
151:
Metallocenes are a subset of a broader class of compounds called
3027: 2299: 1981: 1167:
immediately at room temperature and they have been observed in
670: 897:
Vibrational (infrared and Raman) spectroscopy of metallocenes
588:
NaCp acts as a reducing agent and a ligand in this reaction.
1729:
Discusses all metallocene structures available at that time.
650:           632:           543:           292:. The purple ball in the middle represents the metal cation. 684:
by direct reaction with cyclopentadiene in the presence of
2210:
Arene complexes of univalent gallium, indium, and thallium
352:, pronounced "pentahapto". There are exceptions, such as 1655:[Cyclopentadienylchromium tricarbonyl hydride]. 1260:
are useful in specialized organic synthetic operations.
1118:
are derivatives of metallocenes with an intramolecular
1337:(1952). "The Structure of Iron Bis-Cyclopentadienyl". 1244:. Unlike traditional and still dominant heterogeneous 1916:
The Organometallic Chemistry of the Transition Metals
1159:
ions are very stable, unlike the neutral monomers Cp
140:, abbreviated cot), namely the lanthanocenes and the 104:. Certain metallocenes and their derivatives exhibit 266:, metallocenes of many elements have been prepared. 2982: 2892: 2733: 2706: 2592: 2560: 2388: 2357: 2333: 2264: 2218: 2122: 2086: 2015: 470:Cp-based complexes can also be classified by type: 457:Bent or tilted Cp rings with additional ligands, L 1931: 1818:Angewandte Chemie International Edition in English 207:reported the same iron product from a reaction of 330:International Union of Pure and Applied Chemistry 1653:"Cyclopentadienyl-Chrom-Tricarbonyl-Wasserstoff" 1594:Metallocenes: Introduction to Sandwich Complexes 504:Using a metal salt and cyclopentadienyl reagents 1587: 1585: 1583: 1581: 1579: 1577: 1575: 1573: 1363: 1361: 1325: 1323: 1321: 545:(M = V, Cr, Mn, Fe, Co; solvent = THF, DME, NH 3039: 2311: 1993: 1938:. Upper Saddle River, NJ: Pearson Education. 1411: 1409: 1126:Polynuclear and heterobimetallic metallocenes 296:The general name metallocene is derived from 8: 450:Symmetrical, classical 'sandwich' structure 367:In metallocene names, the prefix before the 115:Some metallocenes consist of metal plus two 1930:Miessler, Gary L.; Tarr, Donald A. (2004). 288:where the cyclopentadienyl anions are in a 179:The first metallocene to be classified was 3046: 3032: 3024: 2318: 2304: 2296: 2094:Oxidative addition / reductive elimination 2000: 1986: 1978: 344:and strengths. Using the nomenclature of " 47:is a compound typically consisting of two 1893: 1800: 1670: 1466: 2043:Polyhedral skeletal electron pair theory 1227: 1223: 1219: 1195: 1191: 1179: 1122:between the two cyclopentadienyl rings. 911: 753: 676:Many other methods have been developed. 436: 276: 170: 18: 3054:Salts and covalent derivatives of the 1317: 673:derivatives of Cp have also been used. 80:II, with the resulting general formula 3076: 1964:(5th ed.). Wiley. pp. 626–7. 16:Type of compound having a metal center 3815: 1184:Nickel triple-decker sandwich complex 747:A structural trend for the series MCp 332:definition, a metallocene contains a 159:stabilized. Here they are shown in a 7: 3066: 2150:Transition metal fullerene complexes 1969:Togni, A.; Halterman, R. L. (1998). 195:but obtained instead the substance C 1918:(4th ed.). Wiley-Interscience. 2185:Transition metal carbyne complexes 2180:Transition metal carbene complexes 2145:Transition metal indenyl complexes 227:et al. These two were awarded the 14: 2195:Transition metal alkyne complexes 2190:Transition metal alkene complexes 1333:; Rosenblum, M.; Whiting, M. C.; 1073:Mass spectrometry of metallocenes 592:Using a metal and cyclopentadiene 2200:Transition-metal allyl complexes 2175:Transition metal acyl complexes 1176:Multi-decker sandwich compounds 657:Using cyclopentadienyl reagents 909:shown in the following table: 841:In metallocenes of the type (C 410:Some metallocene complexes of 1: 72:, abbreviated Cp) bound to a 1776:"Boron clusters come of age" 1725:10.1016/0022-328X(95)05747-D 1112:ring-opening polymerizations 828: 817: 806: 795: 784: 692:of the resulting protons to 203:Fe At the same time, Miller 2251:Shell higher olefin process 2058:Dewar–Chatt–Duncanson model 1212:The most famous example is 187:through the oxidation of a 4016: 3817: 2140:Cyclopentadienyl complexes 2104:β-hydride elimination 2078:Metal–ligand multiple bond 1092: 1067:Nuclear magnetic resonance 663:thallium cyclopentadienide 117:cyclooctatetraenide anions 3078: 3063: 2205:Transition metal carbides 1753:10.1080/00945717208069606 316:Fe, systematically named 2009:Organometallic chemistry 913:Spectral frequencies of 881:Spectroscopic properties 667:cyclopentadienyl complex 491:More than two Cp ligands 229:Nobel Prize in Chemistry 191:salt with anhydrous FeCl 2170:Half sandwich compounds 1895:10.1351/pac199971081557 780:Valence electron count 49:cyclopentadienyl anions 2327:Coordination complexes 2285:Bioinorganic chemistry 1830:10.1002/anie.199417441 1774:Grimes, R. N. (2004). 1264:Potential applications 1202:boron-containing rings 1185: 696:gas, facilitating the 481:Half-sandwich compound 371:ending indicates what 293: 290:staggered conformation 219:Fe" was determined by 176: 161:staggered conformation 40: 2256:Ziegler–Natta process 2160:Metal tetranorbornyls 1869:Additional references 1672:10.1515/znb-1955-0303 1651:; Hafner, W. (1955). 1468:10.1515/znb-1952-0701 1242:olefin polymerization 1183: 1000:C–H out-of-plane bend 700:of the metal centre. 682:chromium hexacarbonyl 680:can be prepared from 397:titanocene dichloride 280: 174: 110:olefin polymerization 102:vanadocene dichloride 98:titanocene dichloride 22: 2265:Related branches of 2023:Crystal field theory 1592:Long, N. J. (1998). 1512:Analytical Chemistry 1431:10.1039/JR9520000632 857:studies reveal both 360:rings sandwiching a 282:Ball-and-stick model 2280:Inorganic chemistry 2099:Migratory insertion 2073:Agostic interaction 2028:Ligand field theory 1962:Inorganic Chemistry 1934:Inorganic Chemistry 1912:Crabtree, Robert H. 1875:Salzer, A. (1999). 1858:10.1021/ja00024a002 1793:2004JChEd..81..657G 1713:J. Organomet. Chem. 1564:10.1021/ic00231a008 1524:10.1021/ac60192a828 1447:; Pfab, W. (1952). 1384:1951Natur.168.1039K 1352:10.1021/ja01128a527 1306:f-block metallocene 918: 2165:Sandwich compounds 2123:Types of compounds 2048:Isolobal principle 1258:Schwartz's reagent 1208:Metallocenium ions 1186: 912: 294: 225:Ernst Otto Fischer 221:Geoffrey Wilkinson 177: 153:sandwich compounds 76:center (M) in the 41: 25:chemical structure 3987: 3986: 3981: 3980: 3056:cyclopentadienide 3021: 3020: 2293: 2292: 2275:Organic chemistry 2246:Olefin metathesis 2236:Grignard reaction 2135:Grignard reagents 1945:978-0-13-035471-6 1852:(24): 9027–9045. 1846:J. Am. Chem. Soc. 1824:(17): 1744-1746. 1802:10.1021/ed081p657 1658:Z. Naturforsch. B 1635:10.1021/om0207865 1558:(11): 1761–1765. 1496:10.1021/om100016p 1454:Z. Naturforsch. B 1392:10.1038/1681039b0 1340:J. Am. Chem. Soc. 1116:Ansa-metallocenes 1108:Metallocenophanes 1103:Metallocenophanes 1095:Sandwich compound 1078:Mass spectrometry 1055: 1054: 855:X-ray diffraction 839: 838: 511:dicyclopentadiene 468: 467: 358:cyclooctatetraene 328:According to the 284:of a metallocene 264:cyclopentadienide 4007: 3067: 3048: 3041: 3034: 3025: 2320: 2313: 2306: 2297: 2241:Monsanto process 2038:d electron count 2033:18-electron rule 2002: 1995: 1988: 1979: 1974: 1965: 1949: 1937: 1919: 1907: 1897: 1888:(8): 1557–1585. 1882:Pure Appl. Chem. 1862: 1861: 1840: 1834: 1833: 1813: 1807: 1806: 1804: 1771: 1765: 1764: 1736: 1730: 1728: 1719:(1–2): 275–277. 1691: 1685: 1684: 1674: 1645: 1639: 1638: 1618: 1612: 1611: 1589: 1568: 1567: 1542: 1536: 1535: 1506: 1500: 1499: 1490:(7): 1500–1517. 1479: 1473: 1472: 1470: 1441: 1435: 1434: 1413: 1404: 1403: 1365: 1356: 1355: 1346:(8): 2125–2126. 1327: 1231: 1199: 1169:matrix isolation 1157:valence electron 972:Ring deformation 919: 893: 892: 888: 871:steric hindrance 754: 651: 633: 626: 625: 621: 575: 574: 570: 544: 541:M + 2 NaCl 486:Bent metallocene 437: 422:There are many ( 373:metallic element 356:, which has two 334:transition metal 327: 324:cyclopentadienyl 261: 256:transition metal 253: 247: 240: 189:cyclopentadienyl 139: 138: 137: 129: 128: 95: 71: 70: 69: 61: 60: 31:compound, where 4015: 4014: 4010: 4009: 4008: 4006: 4005: 4004: 3990: 3989: 3988: 3983: 3982: 3946: 3935: 3931: 3930: 3914: 3906: 3898: 3887: 3870: 3862: 3854: 3846: 3838: 3830: 3780: 3734: 3712: 3704: 3695: 3687: 3683: 3672: 3668: 3660: 3629: 3609: 3605: 3597: 3588: 3584: 3579: 3576: 3572: 3566: 3564: 3552: 3548: 3543: 3541: 3537: 3531: 3529: 3525: 3517: 3513: 3503: 3497: 3495: 3491: 3483: 3479: 3475: 3429: 3427: 3418: 3412: 3410: 3400: 3395: 3393: 3389: 3384: 3382: 3378: 3374: 3370: 3366: 3362: 3357: 3355: 3351: 3347: 3343: 3339: 3334: 3332: 3328: 3324: 3318: 3316: 3308: 3299: 3295: 3289: 3287: 3278: 3273: 3271: 3267: 3262: 3257: 3255: 3246: 3242: 3237: 3235: 3231: 3226: 3224: 3220: 3215: 3213: 3208: 3206: 3202: 3196: 3194: 3190: 3182: 3172: 3137: 3135: 3113: 3109: 3059: 3052: 3022: 3017: 2998: 2978: 2965: 2957: 2953: 2945: 2937: 2933: 2929: 2920: 2907: 2903: 2888: 2884: 2876: 2868: 2860: 2851: 2847: 2839: 2831: 2817: 2804: 2796: 2792: 2784: 2780: 2772: 2753: 2744: 2729: 2725: 2717: 2702: 2690: 2681: 2677: 2634: 2611: 2603: 2588: 2583: 2575: 2571: 2556: 2552: 2548: 2540: 2536: 2523: 2510: 2506: 2498: 2494: 2481: 2463: 2459: 2450: 2442: 2438: 2430: 2426: 2418: 2414: 2384: 2380: 2376: 2368: 2353: 2349: 2329: 2324: 2294: 2289: 2260: 2214: 2130:Gilman reagents 2118: 2114:Carbometalation 2109:Transmetalation 2082: 2011: 2006: 1968: 1952: 1946: 1929: 1910: 1874: 1871: 1866: 1865: 1842: 1841: 1837: 1815: 1814: 1810: 1773: 1772: 1768: 1738: 1737: 1733: 1709: 1705: 1701: 1693: 1692: 1688: 1647: 1646: 1642: 1623:Organometallics 1620: 1619: 1615: 1608: 1598:Wiley-Blackwell 1591: 1590: 1571: 1548: 1544: 1543: 1539: 1509: 1507: 1503: 1484:Organometallics 1481: 1480: 1476: 1443: 1442: 1438: 1415: 1414: 1407: 1367: 1366: 1359: 1335:Woodward, R. B. 1329: 1328: 1319: 1314: 1288: 1266: 1254:Petasis reagent 1250:Tebbe's reagent 1238: 1229: 1225: 1221: 1217: 1210: 1197: 1193: 1189: 1178: 1162: 1128: 1105: 1097: 1091: 1075: 1064: 1062:of metallocenes 986:C–H deformation 899: 894: 890: 886: 884: 883: 852: 848: 844: 776: 768: 764: 760: 750: 745: 731: 728:+ 6 CO + H 727: 723: 719: 715: 711: 707: 659: 649: 648: 644: 640: 634:(M = Li, Na, K) 631: 630: 623: 619: 618: 616: 612: 608: 604: 594: 584:" + 3 NaCl 583: 579: 572: 568: 567: 565: 561: 557: 548: 542: 540: 536: 532: 528: 524: 520: 506: 498: 433: 429: 420: 406: 402: 390: 317: 315: 311: 307: 303: 275: 259: 249: 242: 236: 218: 214: 209:cyclopentadiene 202: 198: 194: 169: 136: 133: 132: 131: 127: 124: 123: 122: 120: 93: 89: 85: 81: 78:oxidation state 68: 65: 64: 63: 59: 56: 55: 54: 52: 17: 12: 11: 5: 4013: 4011: 4003: 4002: 3992: 3991: 3985: 3984: 3979: 3978: 3975: 3972: 3969: 3966: 3963: 3960: 3957: 3954: 3951: 3948: 3944: 3940: 3937: 3933: 3928: 3924: 3921: 3917: 3916: 3912: 3908: 3904: 3900: 3896: 3892: 3889: 3885: 3881: 3878: 3875: 3872: 3868: 3864: 3860: 3856: 3852: 3848: 3844: 3840: 3836: 3832: 3828: 3824: 3820: 3819: 3816: 3813: 3812: 3809: 3806: 3803: 3800: 3797: 3794: 3791: 3788: 3785: 3782: 3778: 3774: 3771: 3768: 3765: 3762: 3759: 3756: 3753: 3749: 3748: 3745: 3742: 3739: 3736: 3732: 3728: 3723: 3720: 3717: 3714: 3710: 3706: 3702: 3698: 3693: 3689: 3685: 3681: 3677: 3674: 3670: 3666: 3662: 3658: 3654: 3651: 3648: 3644: 3643: 3640: 3637: 3634: 3631: 3627: 3623: 3618: 3615: 3612: 3607: 3603: 3599: 3595: 3591: 3586: 3582: 3574: 3570: 3562: 3558: 3555: 3550: 3546: 3539: 3535: 3527: 3523: 3519: 3515: 3511: 3507: 3501: 3493: 3489: 3485: 3481: 3477: 3473: 3469: 3467: 3464: 3460: 3459: 3456: 3453: 3450: 3447: 3444: 3441: 3438: 3435: 3425: 3421: 3416: 3408: 3404: 3398: 3391: 3387: 3380: 3376: 3372: 3368: 3364: 3360: 3353: 3349: 3345: 3341: 3337: 3330: 3326: 3322: 3314: 3310: 3306: 3302: 3297: 3293: 3285: 3281: 3276: 3269: 3265: 3253: 3249: 3244: 3240: 3233: 3229: 3222: 3218: 3211: 3204: 3200: 3192: 3188: 3184: 3180: 3176: 3174: 3170: 3166: 3162: 3161: 3158: 3155: 3152: 3149: 3146: 3143: 3133: 3129: 3123: 3122: 3119: 3116: 3111: 3107: 3103: 3100: 3095: 3092: 3089: 3083: 3082: 3079: 3077: 3075: 3073: 3065: 3064: 3061: 3060: 3053: 3051: 3050: 3043: 3036: 3028: 3019: 3018: 3016: 3015: 3010: 3005: 3000: 2996: 2992: 2986: 2984: 2983:Halide donors: 2980: 2979: 2977: 2976: 2968: 2963: 2959: 2955: 2951: 2947: 2943: 2939: 2935: 2931: 2927: 2923: 2918: 2914: 2909: 2905: 2901: 2896: 2894: 2890: 2889: 2887: 2886: 2882: 2878: 2874: 2870: 2866: 2862: 2858: 2854: 2849: 2845: 2841: 2837: 2833: 2829: 2825: 2820: 2815: 2811: 2806: 2802: 2798: 2794: 2790: 2786: 2782: 2778: 2774: 2770: 2766: 2761: 2756: 2751: 2747: 2742: 2737: 2735: 2731: 2730: 2728: 2727: 2723: 2719: 2715: 2710: 2708: 2704: 2703: 2701: 2700: 2692: 2688: 2684: 2679: 2675: 2671: 2666: 2661: 2656: 2651: 2646: 2641: 2636: 2632: 2628: 2623: 2618: 2613: 2609: 2605: 2601: 2596: 2594: 2590: 2589: 2587: 2586: 2581: 2577: 2573: 2569: 2564: 2562: 2558: 2557: 2555: 2554: 2550: 2546: 2542: 2538: 2534: 2530: 2525: 2521: 2517: 2512: 2508: 2504: 2500: 2496: 2492: 2488: 2483: 2479: 2475: 2470: 2465: 2461: 2457: 2453: 2448: 2444: 2440: 2436: 2432: 2428: 2424: 2420: 2416: 2412: 2408: 2403: 2398: 2392: 2390: 2386: 2385: 2383: 2382: 2378: 2374: 2370: 2366: 2361: 2359: 2355: 2354: 2352: 2351: 2347: 2343: 2337: 2335: 2331: 2330: 2325: 2323: 2322: 2315: 2308: 2300: 2291: 2290: 2288: 2287: 2282: 2277: 2271: 2269: 2262: 2261: 2259: 2258: 2253: 2248: 2243: 2238: 2233: 2231:Cativa process 2228: 2222: 2220: 2216: 2215: 2213: 2212: 2207: 2202: 2197: 2192: 2187: 2182: 2177: 2172: 2167: 2162: 2157: 2152: 2147: 2142: 2137: 2132: 2126: 2124: 2120: 2119: 2117: 2116: 2111: 2106: 2101: 2096: 2090: 2088: 2084: 2083: 2081: 2080: 2075: 2070: 2065: 2060: 2055: 2050: 2045: 2040: 2035: 2030: 2025: 2019: 2017: 2013: 2012: 2007: 2005: 2004: 1997: 1990: 1982: 1976: 1975: 1966: 1950: 1944: 1927: 1908: 1870: 1867: 1864: 1863: 1835: 1808: 1787:(5): 657–672. 1781:J. Chem. Educ. 1766: 1747:(3): 239–248. 1731: 1707: 1703: 1699: 1686: 1665:(3): 140–143. 1649:Fischer, E. O. 1640: 1613: 1607:978-0632041626 1606: 1569: 1546: 1537: 1501: 1474: 1461:(7): 377–379. 1445:Fischer, E. O. 1436: 1405: 1378:(4285): 1039. 1357: 1316: 1315: 1313: 1310: 1309: 1308: 1303: 1298: 1287: 1284: 1268:The ferrocene/ 1265: 1262: 1237: 1234: 1209: 1206: 1177: 1174: 1173: 1172: 1160: 1146: 1140: 1127: 1124: 1104: 1101: 1093:Main article: 1090: 1087: 1074: 1071: 1063: 1058:NMR (H and C) 1056: 1053: 1052: 1049: 1046: 1043: 1039: 1038: 1035: 1032: 1029: 1028:M–ring stretch 1025: 1024: 1021: 1018: 1015: 1011: 1010: 1007: 1004: 1001: 997: 996: 993: 990: 987: 983: 982: 979: 976: 973: 969: 968: 965: 962: 959: 955: 954: 951: 948: 945: 941: 940: 934: 928: 922: 898: 895: 882: 879: 850: 846: 842: 837: 836: 833: 830: 826: 825: 822: 819: 815: 814: 811: 808: 804: 803: 800: 797: 793: 792: 789: 786: 782: 781: 778: 774: 769: 766: 762: 758: 748: 744: 741: 733: 732: 729: 725: 721: 717: 713: 709: 705: 658: 655: 654: 653: 646: 642: 638: 635: 628: 614: 610: 606: 602: 593: 590: 586: 585: 581: 577: 563: 559: 555: 551: 550: 546: 538: 534: 530: 526: 522: 518: 505: 502: 497: 494: 493: 492: 489: 483: 478: 475: 466: 465: 462: 459: 458: 455: 452: 451: 448: 445: 444: 441: 431: 427: 419: 418:Classification 416: 404: 400: 388: 313: 309: 305: 301: 274: 271: 223:et al. and by 216: 212: 200: 196: 192: 168: 165: 134: 125: 91: 87: 83: 66: 57: 15: 13: 10: 9: 6: 4: 3: 2: 4012: 4001: 3998: 3997: 3995: 3976: 3973: 3970: 3967: 3964: 3961: 3958: 3955: 3952: 3949: 3947: 3941: 3938: 3936: 3925: 3922: 3919: 3918: 3915: 3909: 3907: 3901: 3899: 3893: 3890: 3888: 3882: 3879: 3876: 3873: 3871: 3865: 3863: 3857: 3855: 3849: 3847: 3841: 3839: 3833: 3831: 3825: 3822: 3821: 3814: 3810: 3807: 3804: 3801: 3798: 3795: 3792: 3789: 3786: 3783: 3781: 3775: 3772: 3769: 3766: 3763: 3760: 3757: 3754: 3751: 3750: 3746: 3743: 3740: 3737: 3735: 3729: 3727: 3724: 3721: 3718: 3715: 3713: 3707: 3705: 3699: 3697: 3690: 3688: 3678: 3675: 3673: 3663: 3661: 3655: 3652: 3649: 3646: 3645: 3641: 3638: 3635: 3632: 3630: 3624: 3622: 3619: 3616: 3613: 3611: 3600: 3598: 3592: 3590: 3589: 3578: 3565: 3559: 3556: 3554: 3553: 3542: 3530: 3520: 3518: 3508: 3506: 3505: 3496: 3486: 3484: 3470: 3468: 3465: 3462: 3461: 3457: 3454: 3451: 3448: 3445: 3442: 3439: 3436: 3434: 3433: 3428: 3422: 3420: 3419: 3411: 3405: 3403: 3402: 3394: 3383: 3356: 3333: 3317: 3311: 3309: 3303: 3301: 3300: 3288: 3282: 3280: 3279: 3272: 3261: 3256: 3250: 3248: 3247: 3236: 3225: 3214: 3207: 3195: 3185: 3183: 3177: 3175: 3173: 3167: 3164: 3163: 3159: 3156: 3153: 3150: 3147: 3144: 3142: 3141: 3136: 3130: 3128: 3125: 3124: 3120: 3117: 3115: 3104: 3101: 3099: 3096: 3093: 3090: 3088: 3085: 3084: 3080: 3074: 3072: 3069: 3068: 3062: 3057: 3049: 3044: 3042: 3037: 3035: 3030: 3029: 3026: 3014: 3011: 3009: 3006: 3004: 3001: 2999: 2993: 2991: 2988: 2987: 2985: 2981: 2975: 2974: 2969: 2967: 2960: 2958: 2948: 2946: 2940: 2938: 2924: 2922: 2915: 2913: 2910: 2908: 2898: 2897: 2895: 2891: 2885: 2879: 2877: 2871: 2869: 2863: 2861: 2855: 2853: 2842: 2840: 2834: 2832: 2826: 2824: 2821: 2819: 2812: 2810: 2807: 2805: 2799: 2797: 2787: 2785: 2775: 2773: 2767: 2765: 2762: 2760: 2757: 2755: 2748: 2746: 2739: 2738: 2736: 2732: 2726: 2720: 2718: 2712: 2711: 2709: 2705: 2699: 2697: 2693: 2691: 2685: 2683: 2672: 2670: 2667: 2665: 2662: 2660: 2657: 2655: 2652: 2650: 2647: 2645: 2642: 2640: 2637: 2635: 2629: 2627: 2624: 2622: 2619: 2617: 2614: 2612: 2606: 2604: 2598: 2597: 2595: 2591: 2585: 2578: 2576: 2566: 2565: 2563: 2559: 2553: 2543: 2541: 2531: 2529: 2526: 2524: 2518: 2516: 2513: 2511: 2501: 2499: 2489: 2487: 2484: 2482: 2476: 2474: 2471: 2469: 2466: 2464: 2454: 2452: 2445: 2443: 2433: 2431: 2421: 2419: 2409: 2407: 2404: 2402: 2399: 2397: 2394: 2393: 2391: 2387: 2381: 2371: 2369: 2363: 2362: 2360: 2356: 2350: 2344: 2342: 2339: 2338: 2336: 2332: 2328: 2321: 2316: 2314: 2309: 2307: 2302: 2301: 2298: 2286: 2283: 2281: 2278: 2276: 2273: 2272: 2270: 2268: 2263: 2257: 2254: 2252: 2249: 2247: 2244: 2242: 2239: 2237: 2234: 2232: 2229: 2227: 2226:Carbonylation 2224: 2223: 2221: 2217: 2211: 2208: 2206: 2203: 2201: 2198: 2196: 2193: 2191: 2188: 2186: 2183: 2181: 2178: 2176: 2173: 2171: 2168: 2166: 2163: 2161: 2158: 2156: 2153: 2151: 2148: 2146: 2143: 2141: 2138: 2136: 2133: 2131: 2128: 2127: 2125: 2121: 2115: 2112: 2110: 2107: 2105: 2102: 2100: 2097: 2095: 2092: 2091: 2089: 2085: 2079: 2076: 2074: 2071: 2069: 2066: 2064: 2061: 2059: 2056: 2054: 2053:π backbonding 2051: 2049: 2046: 2044: 2041: 2039: 2036: 2034: 2031: 2029: 2026: 2024: 2021: 2020: 2018: 2014: 2010: 2003: 1998: 1996: 1991: 1989: 1984: 1983: 1980: 1972: 1967: 1963: 1959: 1958:Wilkinson, G. 1955: 1954:Cotton, F. A. 1951: 1947: 1941: 1936: 1935: 1928: 1926: 1922: 1917: 1913: 1909: 1905: 1901: 1896: 1891: 1887: 1884: 1883: 1878: 1873: 1872: 1868: 1859: 1855: 1851: 1848: 1847: 1839: 1836: 1831: 1827: 1823: 1819: 1812: 1809: 1803: 1798: 1794: 1790: 1786: 1783: 1782: 1777: 1770: 1767: 1762: 1758: 1754: 1750: 1746: 1742: 1735: 1732: 1726: 1722: 1718: 1715: 1714: 1697: 1690: 1687: 1682: 1678: 1673: 1668: 1664: 1661:(in German). 1660: 1659: 1654: 1650: 1644: 1641: 1636: 1632: 1628: 1624: 1617: 1614: 1609: 1603: 1599: 1595: 1588: 1586: 1584: 1582: 1580: 1578: 1576: 1574: 1570: 1565: 1561: 1557: 1554: 1553: 1541: 1538: 1533: 1529: 1525: 1521: 1517: 1513: 1505: 1502: 1497: 1493: 1489: 1485: 1478: 1475: 1469: 1464: 1460: 1456: 1455: 1450: 1446: 1440: 1437: 1432: 1428: 1424: 1421: 1420: 1419:J. Chem. Soc. 1412: 1410: 1406: 1401: 1397: 1393: 1389: 1385: 1381: 1377: 1373: 1372: 1364: 1362: 1358: 1353: 1349: 1345: 1342: 1341: 1336: 1332: 1331:Wilkinson, G. 1326: 1324: 1322: 1318: 1311: 1307: 1304: 1302: 1299: 1297: 1295: 1290: 1289: 1285: 1283: 1280: 1278: 1274: 1271: 1263: 1261: 1259: 1255: 1251: 1247: 1246:Ziegler–Natta 1243: 1235: 1233: 1215: 1207: 1205: 1203: 1182: 1175: 1170: 1166: 1158: 1154: 1150: 1147: 1144: 1141: 1138: 1134: 1130: 1129: 1125: 1123: 1121: 1117: 1113: 1109: 1102: 1100: 1096: 1088: 1086: 1084: 1079: 1072: 1070: 1068: 1061: 1057: 1050: 1047: 1044: 1041: 1040: 1036: 1033: 1030: 1027: 1026: 1022: 1019: 1016: 1013: 1012: 1008: 1005: 1002: 999: 998: 994: 991: 988: 985: 984: 980: 977: 974: 971: 970: 966: 963: 960: 957: 956: 952: 949: 946: 943: 942: 938: 935: 932: 929: 926: 923: 921: 920: 917:metallocenes 916: 910: 907: 903: 896: 889: 880: 878: 876: 875:methyl groups 872: 868: 864: 860: 856: 834: 831: 827: 823: 820: 816: 812: 809: 805: 801: 798: 794: 790: 787: 783: 779: 773: 770: 756: 755: 752: 742: 740: 738: 703: 702: 701: 699: 695: 691: 687: 683: 679: 674: 672: 668: 664: 656: 636: 600: 599: 598: 591: 589: 553: 552: 516: 515: 514: 512: 503: 501: 495: 490: 487: 484: 482: 479: 476: 473: 472: 471: 463: 461: 460: 456: 454: 453: 449: 447: 446: 442: 439: 438: 435: 425: 417: 415: 413: 408: 398: 394: 386: 382: 376: 374: 370: 365: 363: 359: 355: 351: 347: 343: 339: 335: 331: 325: 321: 299: 291: 287: 283: 279: 272: 270: 267: 265: 257: 252: 246: 239: 234: 230: 226: 222: 210: 206: 190: 186: 182: 173: 166: 164: 162: 158: 154: 149: 148:and others). 147: 143: 118: 113: 111: 107: 103: 99: 79: 75: 50: 46: 38: 34: 30: 26: 21: 4000:Metallocenes 3567: 3532: 3498: 3430: 3413: 3319: 3290: 3258: 3197: 3138: 2972: 2695: 2532: 2219:Applications 2155:Metallocenes 2154: 1973:. Wiley-VCH. 1971:Metallocenes 1970: 1961: 1933: 1915: 1885: 1880: 1849: 1844: 1838: 1821: 1817: 1811: 1784: 1779: 1769: 1744: 1740: 1734: 1716: 1711: 1695: 1689: 1662: 1656: 1643: 1626: 1622: 1616: 1593: 1555: 1552:Inorg. Chem. 1550: 1540: 1518:(12): 122A. 1515: 1511: 1504: 1487: 1483: 1477: 1458: 1452: 1439: 1422: 1417: 1375: 1369: 1343: 1338: 1293: 1281: 1267: 1239: 1236:Applications 1211: 1187: 1106: 1098: 1076: 1065: 1060:spectroscopy 900: 873:between the 840: 771: 746: 734: 686:diethylamine 675: 660: 652:(M = Mg, Fe) 637:M + 2 C 595: 587: 558:+ 3 NaC 521:+ 2 NaC 507: 499: 477:Multi-decker 469: 443:Description 423: 421: 409: 380: 377: 368: 366: 349: 342:bond lengths 319: 295: 268: 204: 178: 157:aromatically 150: 114: 44: 42: 32: 28: 2068:spin states 1425:: 632–635. 1301:Actinocenes 1270:ferrocenium 1214:ferrocenium 1143:Ruthenocene 1137:delocalized 1089:Derivatives 1042:M–ring bend 958:C–C stretch 944:C–H stretch 931:Ruthenocene 737:sublimation 393:manganocene 340:with equal 142:actinocenes 45:metallocene 29:metallocene 3581:RuCp(MeCN) 2644:amino acid 2561:Si donors: 2016:Principles 1925:0470257628 1629:(4): 877. 1596:. London: 1312:References 1149:Vanadocene 708:+ 2 C 678:Chromocene 669:. Trialkyl 326:)iron(II). 273:Definition 251:p-orbitals 238:d-orbitals 3545:(MoCp(CO) 3292:(CrCp(CO) 2893:S donors: 2734:O donors: 2707:P donors: 2669:porphyrin 2616:imidazole 2593:N donors: 2389:C donors: 2358:B donors: 2334:H donors: 2267:chemistry 2087:Reactions 2063:Hapticity 1761:0094-5714 1681:209650632 1532:0003-2700 1273:biosensor 1218:[Fe(C 1163:Rh which 1153:rhodocene 1014:Ring tilt 925:Ferrocene 863:staggered 743:Structure 698:oxidation 690:reduction 496:Synthesis 488:or tilted 412:actinides 354:uranocene 346:hapticity 298:ferrocene 245:electrons 185:fulvalene 181:ferrocene 175:Ferrocene 146:uranocene 106:catalytic 3994:Category 3680:(WCp(CO) 3569:RuCp(PPh 3415:CoCp(CO) 3397:FeCp(CO) 1960:(1988). 1914:(2005). 1904:14367196 1286:See also 1279:cycles. 1165:dimerize 937:Osmocene 902:Infrared 859:eclipsed 694:hydrogen 576: "C 474:Parallel 385:barocene 312:Fe or Cp 286:molecule 241:and the 23:General 3818:  3275:VCp(CO) 2507:& C 1789:Bibcode 1400:4181383 1380:Bibcode 1292:Jemmis 1190:[Ni 1133:valence 1083:isotope 915:group 8 627: H 622:⁄ 571:⁄ 440:Formula 362:uranium 248:in the 167:History 3602:PdCp(C 3432:NiCpNO 3321:Fe(Ρ-C 3210:TiCpCl 3140:MgCpBr 2415:=CH-CH 1942:  1923:  1902:  1759:  1679:  1604:  1530:  1398:  1371:Nature 1256:, and 1120:bridge 885:": --> 867:kJ/mol 716:→ Cr(C 704:Cr(CO) 645:→ + H 381:-ocene 369:-ocene 364:atom. 338:planes 233:ligand 39:cation 3344:)Fe(C 3260:VCpCh 3199:(TiCp 2406:HC(O) 2401:RC(O) 1900:S2CID 1710:Cr". 1677:S2CID 1396:S2CID 1296:rules 1277:redox 981:1096 967:1405 953:3095 939:(cm) 906:Raman 821:218.5 810:215.1 799:209.6 788:203.3 601:M + C 566:→ + 205:et al 74:metal 37:metal 35:is a 27:of a 3932:ThCp 3927:ThCp 3911:YbCp 3903:TmCp 3895:ErCp 3884:DyCp 3867:SmCp 3859:PmCp 3851:NdCp 3843:PrCp 3835:CeCp 3827:LaCp 3777:HsCp 3731:PbCp 3726:TlCp 3709:IrCp 3701:OsCp 3692:ReCp 3665:HfCp 3657:LuCp 3626:SnCp 3621:InCp 3594:RhCp 3561:RuCp 3534:MoCp 3522:MoCp 3510:NbCp 3500:ZrCp 3488:ZrCp 3424:NiCp 3407:CoCp 3386:FeCp 3313:FeCp 3305:MnCp 3284:CrCp 3239:TiCp 3232:(CO) 3228:TiCp 3217:TiCp 3187:TiCp 3179:ScCp 3169:CaCp 3132:MgCp 3127:NaCp 3098:CpMe 3087:LiCp 2809:acac 2781:/HCO 2664:bipy 2423:C(CH 1940:ISBN 1921:ISBN 1757:ISSN 1602:ISBN 1528:ISSN 1423:1952 1151:and 1037:353 1023:428 1009:819 995:995 992:1002 989:1002 978:1103 975:1108 964:1413 961:1411 950:3100 947:3085 933:(cm) 927:(cm) 904:and 887:edit 777:(pm) 609:→ MC 554:CrCl 529:→ (C 403:TiCl 318:bis( 300:, (C 3977:No 3974:Md 3971:Fm 3968:Es 3965:Cf 3962:Bk 3959:Cm 3956:Am 3953:Pu 3950:Np 3943:UCp 3939:Pa 3923:Ac 3920:** 3891:Ho 3880:Tb 3877:Gd 3874:Eu 3811:Og 3808:Ts 3805:Lv 3802:Mc 3799:Fl 3796:Nh 3793:Cn 3790:Rg 3787:Ds 3784:Mt 3773:Bh 3770:Sg 3767:Db 3764:Rf 3761:Lr 3758:** 3755:Ra 3752:Fr 3747:Rn 3744:At 3741:Po 3738:Bi 3722:Hg 3719:Au 3716:Pt 3676:Ta 3650:Ba 3647:Cs 3642:Xe 3636:Te 3633:Sb 3617:Cd 3614:Ag 3557:Tc 3504:ClH 3472:Y(C 3466:Sr 3463:Rb 3458:Kr 3455:Br 3452:Se 3449:As 3446:Ge 3443:Ga 3440:Zn 3437:Cu 3336:((C 3329:Li) 3264:VCp 3252:VCp 3203:Cl) 3160:Ar 3157:Cl 3148:Si 3145:Al 3121:Ne 3091:Be 3081:He 3071:CpH 3058:ion 2904:NCS 2881:OPR 2857:OSR 2836:ClO 2823:ONO 2801:RCO 2678:Si) 2674:(Me 2659:RCN 2626:RNO 2574:4−n 2572:SiR 2528:≡CR 2520:=CR 2515:RNC 2439:=CH 1890:doi 1854:doi 1850:113 1826:doi 1797:doi 1749:doi 1721:doi 1717:507 1667:doi 1631:doi 1560:doi 1520:doi 1492:doi 1463:doi 1427:doi 1388:doi 1376:168 1348:doi 1294:mno 1048:185 1045:170 1034:446 1031:478 1020:528 1017:492 1006:806 1003:811 861:or 835:15 832:226 824:20 813:16 802:19 791:18 775:M–C 757:M(C 671:tin 517:MCl 407:). 399:(Cp 395:or 387:(Cp 100:or 3996:: 3823:* 3669:Cl 3653:* 3639:I 3585:PF 3577:Cl 3538:Cl 3514:Cl 3492:Cl 3390:PF 3379:Fe 3367:-C 3359:(C 3352:)) 3268:Cl 3243:Me 3191:Cl 3165:K 3154:S 3151:P 3118:F 3102:N 3094:B 3008:Br 3003:Cl 2971:NC 2962:SR 2942:SO 2912:RS 2873:PO 2865:SO 2852:NO 2828:NO 2818:CO 2777:CO 2759:RO 2722:PR 2714:PR 2698:CS 2654:RN 2639:py 2631:NO 2621:NO 2600:NH 2584:Si 2509:70 2505:60 2478:CO 2473:CO 2468:CN 2447:RC 2435:CH 2411:CH 2365:BR 1956:; 1898:. 1886:71 1879:. 1822:33 1820:. 1795:. 1785:81 1778:. 1755:. 1743:. 1698:-C 1675:. 1663:10 1627:22 1625:. 1600:. 1572:^ 1556:25 1526:. 1516:34 1514:. 1488:29 1486:. 1457:. 1408:^ 1394:. 1386:. 1374:. 1360:^ 1344:74 1320:^ 1252:, 1216:, 1204:. 1194:Cp 1051:– 877:. 818:Ni 807:Cr 796:Co 785:Fe 617:+ 582:10 578:10 426:-C 243:π- 217:10 213:10 201:10 197:10 163:. 112:. 94:M. 82:(C 43:A 3945:4 3934:4 3929:3 3913:3 3905:3 3897:3 3886:3 3869:3 3861:3 3853:3 3845:3 3837:3 3829:3 3779:2 3733:2 3711:2 3703:2 3696:H 3694:2 3686:2 3684:) 3682:3 3671:2 3667:2 3659:3 3628:2 3610:) 3608:5 3606:H 3604:3 3596:2 3587:6 3583:3 3575:2 3573:) 3571:3 3563:2 3551:2 3549:) 3547:3 3540:2 3536:2 3528:2 3526:H 3524:2 3516:2 3512:2 3502:2 3494:2 3490:2 3482:3 3480:) 3478:5 3476:H 3474:5 3426:2 3417:2 3409:2 3401:I 3399:2 3392:6 3388:2 3381:2 3377:2 3375:) 3373:4 3371:H 3369:5 3365:4 3363:H 3361:5 3354:2 3350:4 3348:H 3346:5 3342:5 3340:H 3338:5 3331:2 3327:4 3325:H 3323:5 3315:2 3307:2 3298:2 3296:) 3294:3 3286:2 3277:4 3270:2 3266:2 3254:2 3245:2 3241:2 3234:2 3230:2 3223:5 3221:S 3219:2 3212:3 3205:2 3201:2 3193:2 3189:2 3181:3 3171:2 3134:2 3114:O 3112:4 3110:H 3108:5 3106:C 3047:e 3040:t 3033:v 3013:I 2997:2 2995:F 2990:F 2973:S 2966:O 2964:2 2956:3 2954:O 2952:2 2950:S 2944:2 2936:2 2934:S 2932:2 2930:C 2928:2 2926:R 2921:S 2919:2 2917:R 2906:2 2902:2 2900:R 2883:3 2875:4 2867:4 2859:2 2850:5 2848:H 2846:5 2844:C 2838:4 2830:3 2816:2 2814:R 2803:2 2795:4 2793:O 2791:2 2789:C 2783:3 2779:3 2771:2 2769:O 2764:O 2754:O 2752:2 2750:R 2745:O 2743:2 2741:H 2724:2 2716:3 2696:N 2689:2 2687:N 2682:N 2680:2 2676:3 2649:N 2633:2 2610:3 2608:N 2602:3 2582:3 2580:R 2570:n 2568:H 2551:7 2549:H 2547:9 2545:C 2539:5 2537:H 2535:5 2533:C 2522:2 2503:C 2497:6 2495:R 2493:6 2491:C 2486:C 2480:2 2462:4 2460:H 2458:6 2456:C 2451:R 2449:2 2441:2 2437:2 2429:3 2427:) 2425:2 2417:2 2413:2 2396:R 2379:n 2377:H 2375:m 2373:B 2367:2 2348:2 2346:H 2341:H 2319:e 2312:t 2305:v 2001:e 1994:t 1987:v 1948:. 1906:. 1892:: 1860:. 1856:: 1832:. 1828:: 1805:. 1799:: 1791:: 1763:. 1751:: 1745:2 1727:. 1723:: 1708:2 1706:) 1704:5 1702:H 1700:5 1696:Ρ 1683:. 1669:: 1637:. 1633:: 1610:. 1566:. 1562:: 1547:2 1534:. 1522:: 1508:. 1498:. 1494:: 1471:. 1465:: 1459:7 1433:. 1429:: 1402:. 1390:: 1382:: 1354:. 1350:: 1230:] 1228:2 1226:) 1224:5 1222:H 1220:5 1198:] 1196:3 1192:2 1171:. 1161:2 1139:. 891:] 851:2 849:) 847:5 845:R 843:5 829:V 772:r 767:2 765:) 763:5 761:H 759:5 749:2 730:2 726:2 724:) 722:5 720:H 718:5 714:6 712:H 710:5 706:6 647:2 643:6 641:H 639:5 629:2 624:2 620:1 615:5 613:H 611:5 607:6 605:H 603:5 580:H 573:2 569:1 564:5 562:H 560:5 556:3 549:) 547:3 539:2 537:) 535:5 533:H 531:5 527:5 525:H 523:5 519:2 432:5 430:H 428:5 424:Ρ 405:2 401:2 389:2 350:Ρ 322:- 320:Ρ 314:2 310:2 308:) 306:5 304:H 302:5 260:. 215:H 199:H 193:3 144:( 135:8 130:H 126:8 121:C 119:( 92:2 90:) 88:5 86:H 84:5 67:5 62:H 58:5 53:C 51:( 33:M

Index


chemical structure
metal
cyclopentadienyl anions
metal
oxidation state
titanocene dichloride
vanadocene dichloride
catalytic
olefin polymerization
cyclooctatetraenide anions
actinocenes
uranocene
sandwich compounds
aromatically
staggered conformation

ferrocene
fulvalene
cyclopentadienyl
cyclopentadiene
Geoffrey Wilkinson
Ernst Otto Fischer
Nobel Prize in Chemistry
ligand
d-orbitals
electrons
p-orbitals
transition metal
cyclopentadienide

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.

↑