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Organoaluminium chemistry

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comprises two signals in 1:2 ratio, as expected from the solid state structure. At 20 °C, only one signal is observed because exchange of terminal and bridging methyl groups is too fast to be resolved by NMR. The high Lewis acidity of the monomeric species is related to the size of the Al(III)
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Organoaluminum compounds can react with alkenes and alkynes, resulting in the net addition of one organyl group and the metal fragment across the multiple bond (carboalumination). This process can proceed in a purely thermal manner or in the presence of a transition metal catalyst. For the
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Aluminium powder reacts directly with certain terminal alkenes in the presence of hydrogen. The process entails two steps, the first producing dialkylaluminium hydrides. Such reactions are typically conducted at elevated temperatures and require activation by trialkylaluminium reagents:
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selectivity, even in the presence of propargylic or homopropargylic heteroatom substituents. Unfortunately, extension of the zirconocene-catalyzed methylalumination to alkylalumination with higher alkyls results in lower yields and poor regioselectivities.
131:. In accord with the usual trends, four-coordinate Al prefers to be tetrahedral. In contrast to boron, aluminium is a larger atom and easily accommodates four carbon ligands. The triorganoaluminium compounds are thus usually dimeric with a pair of 312:. The cluster was obtained from related investigations on the reduction of organoaluminium compounds. This dianion adopts an icosahedral structure reminiscent of dodecaborate (). Its formal oxidation state is less than one. 1266:
Rand, Cynthia L.; Horn, David E. Van; Moore, Mark W.; Negishi, Eiichi (2002-05-01). "A versatile and selective route to difunctional trisubstituted (E)-alkene synthons via zirconium-catalyzed carboalumination of alkynes".
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The trialkylaluminium dimers often participate in dynamic equilibria, resulting in the interchange of bridging and terminal ligands as well as ligand exchange between dimers. Even in noncoordinating
1194:"Alkyne Elementometalation−Pd-Catalyzed Cross-Coupling. Toward Synthesis of All Conceivable Types of Acyclic Alkenes in High Yields, Efficiently, Selectively, Economically, and Safely: "Green" Way" 1470:
Schmidt, Roland; Griesbaum, Karl; Behr, Arno; Biedenkapp, Dieter; Voges, Heinz-Werner; Garbe, Dorothea; Paetz, Christian; Collin, Gerd; Mayer, Dieter; Höke, Hartmut (2014). "Hydrocarbons".
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for the production of alcohols from ethylene. Several technologies exist for the oligomerization of ethylene to give alpha-olefins. Organoaluminium compounds are used as catalysts for
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Michael J. Krause, Frank Orlandi, Alfred T. Saurage and Joseph R. Zietz "Aluminum Compounds, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim.
400:. The term sesquichloride refers to the fact that, on average, the Cl:Al ratio is 1.5. These sesquichlorides can be converted to the triorganoaluminium derivatives by reduction: 578: 500:
For nonbulky R groups, the organoaluminium hydrides are typically trimeric. In a subsequent step, these hydrides are treated with more alkene to effect hydroalumiunation:
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is employed for the synthesis of stereodefined trisubstituted olefin fragments, a common substructure in terpene and polyketide natural products. The synthesis of (
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W. Uhl; B. Jana (2008). "A persistent alkylaluminum peroxide: Surprising stability of a molecule with strong reducing and oxidizing functions in close proximity".
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Although the simple members are commercially available at low cost, many methods have been developed for their synthesis in the laboratory, including
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Similarly, the reaction between trialkylaluminum compounds and carbon dioxide has been used to synthesise alcohols, olefins, or ketones.
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Organoaluminium compounds are widely used in the production of alkenes, alcohols, and polymers. Some relevant processes include the
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uncatalyzed process, monoaddition is only possible when the alkene is substituted. For ethylene, carboalumination leads to a
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The Al–C bond is polarized such that the carbon is highly basic. Acids react to give alkanes. For example, alcohols give
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and colleagues discovered the direct synthesis of trialkylaluminium compounds and applied these compounds to catalytic
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The high reactivity of organoaluminium compounds toward electrophiles is attributed to the charge separation between
66:. The behavior of organoaluminium compounds can be understood in terms of the polarity of the C−Al bond and the high 2076: 2071: 2066: 2061: 2056: 2051: 2046: 2041: 2036: 2031: 2026: 2021: 2011: 1954: 1848: 1769: 1764: 1621: 475: 293: 2112: 1814: 1784: 1774: 1754: 1742: 1710: 1675: 1643: 1606: 1566: 1581: 1545: 1499: 2157: 2152: 2147: 2142: 2137: 2132: 2127: 2122: 2117: 2102: 2092: 1943: 1918: 1913: 1898: 1883: 1863: 1858: 1809: 1737: 1720: 1670: 1665: 1660: 1655: 1631: 1591: 892: 758:
A wide variety of acids can be employed beyond the simple mineral acids. Amines give amido derivatives. With
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For terminal alkynes, the reaction generally proceeds with good regioselectivity (>90:10 rr) and complete
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Yur'ev, V.P.; Kuchin, A.V.; Tolstikov, G.A. (1974). "Reaction of aluminum trialkyls with carbon dioxide".
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is an example of an asymmetric carboalumination of alkenes catalyzed by a chiral zirconocene catalyst.
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Another notable group of alanes are tetraalanes containing four Al(I) centres. These compounds adopt a
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of the three-coordinated species. Industrially, these compounds are mainly used for the production of
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The overall reaction for the production of these simple alkylaluminium compounds is thus as follows:
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was discovered in 1859. Organoaluminium compounds were, however, little known until the 1950s when
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Organoaluminium compounds generally feature three- and four-coordinate Al centers, although higher
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Organoelement Compounds Possessing Al---Al, Ga---Ga, In---In, and Tl---Tl Single Bonds
619:)-4-iodo-3-methylbut-3-en-1-ol shown below is a typical application of this reaction: 2213: 2176: 1177: 597: 67: 880: 289: 248:
The first organoaluminium compound with an Al-Al bond was reported in 1988 as (((Me
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one obtains the corresponding alkoxides, which can be hydrolysed to the alcohols:
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Comprehensive Organic Synthesis: Additions to and substitutions at C-C-Bonds
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Negishi, Ei-ichi; Wang, Guangwei; Rao, Honghua; Xu, Zhaoqing (2010-05-14).
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Ziegler, K. (1956). "Neue Entwicklungen der metallorganischen Synthese".
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Metathesis of aluminium trichloride with RLi or RMgX gives the trialkyl:
1310: 1079:. Advances in Organometallic Chemistry. Vol. 51. pp. 53–108. 963:"Organoaluminum chemistry at the forefront of research and development" 888: 220: 196: 168: 1209: 621: 1531: 868: 819: 699: 172: 43: 995: 35:, showing aluminium as pink, carbon as black, and hydrogen as white. 333:(R = Me, Et) are prepared in a two-step process beginning with the 872: 860: 227:
spectroscopy. For example, at −25 °C the H NMR spectrum of Me
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This method is used for production of trimethylaluminium and
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The reaction between pure trialalkylaluminum compounds and
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Barry M. Trost; Martin F. Semmelhack; Ian Fleming (1992).
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Organometallics In Synthesis: A Manual (Ed. M. Schlosser)
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Zakharkin, L.I.; Gavrilenko, V.V.; Ivanov, L.L. (1967).
1245:. Chichester, West Sussex, UK: Wiley. pp. 963–975. 54:. Illustrative organoaluminium compounds are the dimer 607:
The methylalumination of alkynes in the presence of Cp
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The conversion is reminiscent of the carbonation of
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Reactions of alkenyl- and alkynylaluminium compounds
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Industrially, simple aluminium alkyls of the type Al
2168: 42:is the study of compounds containing bonds between 1050:Cotton, Frank Albert; Wilkinson, Geoffrey (1980). 210:, a compound that features five-coordinate carbon. 588:of higher alkylaluminum species. The reaction is 1472:Ullmann's Encyclopedia of Industrial Chemistry 215:Ligand exchange in trialkylaluminium compounds 1515: 244:Low oxidation state organoaluminium compounds 167:. When the organoaluminium compound contain 62:, and the titanium-aluminium compound called 8: 714:and readily form adducts with bases such as 127:are observed with inorganic ligands such as 1522: 1508: 1500: 223:, Al-Me exchange is fast, as confirmed by 1534:with other elements in the periodic table 1292: 1290: 1217: 1176: 1166: 726:. These adducts are tetrahedral at Al. 461: 457: 50:. It is one of the major themes within 928: 1551: 1460:Handling Chemicals Safely 1980. p. 929 1381: 1370: 236:center and its tendency to achieve an 1029:(3rd ed.). Weinheim: Wiley-VCH. 994:Hallwachs, W.; Schafarik, A. (1859). 372:The reaction resembles the synthesis 82:The first organoaluminium compound (C 7: 2193:Academic research, no widespread use 936:D. F. Shriver; P. W. Atkins (2006). 841:A structurally characterized organo 25: 2085: 2004: 1936: 1841: 1541: 1299:Organic and Biological Chemistry 1269:The Journal of Organic Chemistry 1198:The Journal of Organic Chemistry 321:From alkyl halides and aluminium 961:M. Witt; H. W. Roesky (2000). 710:Organoaluminium compounds are 1: 1480:10.1002/14356007.a13_227.pub3 1398:David W. Marshall, US patent 1085:10.1016/S0065-3055(03)51002-4 398:ethylaluminium sesquichloride 1168:10.3998/ark.5550190.0012.803 1052:Advanced Inorganic Chemistry 31:The ball-and-stick model of 940:. Oxford University Press. 915:, for example the catalyst 528:Diisobutylaluminium hydride 33:diisobutylaluminium hydride 2236: 1025:Elschenbroich, C. (2006). 576: 476:alkenylaluminium compounds 473: 2220:Organoaluminium compounds 2082: 2001: 1553: 1549: 1539: 1241:Negishi, Ei-ichi (2002). 1178:2027/spo.5550190.0012.803 1149:Negishi, Ei-ichi (2011). 292:core, as illustrated by ( 40:Organoaluminium chemistry 1346:10.1002/ange.19560682302 1113:10.1002/14356007.a01_543 1012:10.1002/jlac.18591090214 976:(4): 410. Archived from 893:halogenated hydrocarbons 119:Aluminium(III) compounds 52:organometallic chemistry 18:Organoaluminium compound 638:Laboratory preparations 135:alkyl ligands, e.g., Al 2188:Many uses in chemistry 2183:Core organic chemistry 1429:10.1002/chem.200701916 626: 211: 179:is bulky, e.g. Al(Mes) 36: 909:alkene polymerization 625: 456:2Al + 6RX + 6M → Al 337:of aluminium powder: 205: 114:Structure and bonding 108:olefin polymerization 30: 746:+ ROH → 1/n (R' 586:Poisson distribution 125:coordination numbers 60:triisobutylaluminium 1450:Cameo Chemicals SDS 1338:1956AngCh..68..721Z 1281:10.1021/jo00333a041 938:Inorganic Chemistry 238:octet configuration 1311:10.1007/BF00923507 627: 600:first reported by 376:. The product, (CH 212: 208:trimethylaluminium 56:trimethylaluminium 37: 2207: 2206: 2163: 2162: 1474:. pp. 1–74. 1380:Missing or empty 1275:(20): 4093–4096. 1210:10.1021/jo1003218 1204:(10): 3151–3182. 1061:978-0-471-02775-1 1036:978-3-527-29390-2 1000:Liebigs Ann. Chem 917:methylaluminoxane 810:Grignard reagents 663:+ 3 BuLi → Bu 446:triethylaluminium 374:Grignard reagents 16:(Redirected from 2227: 2199: 2194: 2189: 2184: 2089: 2088: 2008: 2007: 1940: 1939: 1845: 1844: 1542: 1524: 1517: 1510: 1501: 1494: 1493: 1467: 1461: 1458: 1452: 1447: 1441: 1440: 1412: 1406: 1396: 1390: 1389: 1383: 1378: 1376: 1368: 1361:Zh. Obshch. Khim 1356: 1350: 1349: 1321: 1315: 1314: 1294: 1285: 1284: 1263: 1257: 1256: 1238: 1232: 1231: 1221: 1189: 1183: 1182: 1180: 1170: 1146: 1140: 1139: 1121: 1115: 1105: 1099: 1098: 1075:Uhl, W. (2004). 1072: 1066: 1065: 1047: 1041: 1040: 1022: 1016: 1015: 991: 985: 984: 982: 967: 958: 952: 951: 933: 895:can be violent. 672:Transmetalation: 596:. The so-called 573:Carboalumination 470:Hydroalumination 465: 21: 2235: 2234: 2230: 2229: 2228: 2226: 2225: 2224: 2210: 2209: 2208: 2203: 2202: 2197: 2192: 2187: 2182: 2164: 2086: 2005: 1937: 1842: 1535: 1528: 1498: 1497: 1490: 1469: 1468: 1464: 1459: 1455: 1448: 1444: 1423:(10): 3067–71. 1414: 1413: 1409: 1404:Continental Oil 1397: 1393: 1379: 1369: 1358: 1357: 1353: 1332:(23): 721–729. 1323: 1322: 1318: 1296: 1295: 1288: 1265: 1264: 1260: 1253: 1240: 1239: 1235: 1191: 1190: 1186: 1161:(viii): 34–53. 1148: 1147: 1143: 1136: 1123: 1122: 1118: 1106: 1102: 1095: 1074: 1073: 1069: 1062: 1054:. p. 343. 1049: 1048: 1044: 1037: 1027:Organometallics 1024: 1023: 1019: 993: 992: 988: 980: 965: 960: 959: 955: 948: 935: 934: 930: 925: 905:Ziegler Process 901: 885:nitrogen oxides 855: 851: 837: 833: 829: 804: 800: 796: 792: 788: 781: 777: 773: 769: 753: 749: 745: 732: 724:tertiary amines 708: 692: 684: 680: 666: 662: 648:transmetalation 640: 614: 610: 602:Ei-ichi Negishi 581: 575: 567: 563: 559: 553: 549: 541: 523: 519: 515: 511: 507: 496: 492: 488: 478: 472: 463: 459: 455: 440:+ 2 Al + 6 NaCl 439: 435: 431: 427: 423: 419: 415: 411: 407: 395: 391: 387: 383: 379: 368: 364: 360: 356: 352: 348: 344: 332: 328: 323: 318: 311: 307: 303: 299: 283: 279: 275: 271: 263: 259: 255: 251: 246: 234: 230: 217: 199:) or isobutyl. 194: 190: 186: 183:(Mes = 2,4,6-Me 182: 162: 158: 154: 150: 146: 142: 138: 121: 116: 101: 97: 93: 89: 85: 80: 64:Tebbe's reagent 23: 22: 15: 12: 11: 5: 2233: 2231: 2223: 2222: 2212: 2211: 2205: 2204: 2201: 2200: 2195: 2190: 2185: 2180: 2177:Chemical bonds 2173: 2172: 2170: 2166: 2165: 2161: 2160: 2155: 2150: 2145: 2140: 2135: 2130: 2125: 2120: 2115: 2110: 2105: 2100: 2095: 2090: 2083: 2080: 2079: 2074: 2069: 2064: 2059: 2054: 2049: 2044: 2039: 2034: 2029: 2024: 2019: 2014: 2009: 2002: 1999: 1998: 1994: 1993: 1990: 1987: 1984: 1981: 1978: 1975: 1972: 1969: 1966: 1963: 1960: 1957: 1952: 1949: 1946: 1941: 1934: 1929: 1925: 1924: 1921: 1916: 1911: 1906: 1901: 1896: 1891: 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707: 704: 691: 688: 687: 686: 682: 678: 674: 673: 669: 668: 664: 660: 656: 655: 639: 636: 612: 608: 590:regioselective 577:Main article: 574: 571: 570: 569: 565: 561: 557: 551: 547: 539: 525: 524: 521: 517: 513: 509: 505: 498: 497: 494: 490: 486: 471: 468: 467: 466: 442: 441: 437: 433: 429: 425: 424:+ 6 Na → (CH 421: 417: 413: 409: 405: 393: 389: 385: 381: 377: 370: 369: 366: 362: 358: 354: 350: 346: 342: 330: 326: 322: 319: 317: 314: 309: 305: 301: 297: 286: 285: 281: 277: 273: 269: 261: 257: 253: 249: 245: 242: 232: 228: 216: 213: 192: 188: 184: 180: 160: 156: 152: 148: 144: 140: 136: 120: 117: 115: 112: 99: 95: 91: 87: 83: 79: 76: 58:, the monomer 24: 14: 13: 10: 9: 6: 4: 3: 2: 2232: 2221: 2218: 2217: 2215: 2196: 2191: 2186: 2181: 2178: 2175: 2174: 2171: 2167: 2159: 2156: 2154: 2151: 2149: 2146: 2144: 2141: 2139: 2136: 2134: 2131: 2129: 2126: 2124: 2121: 2119: 2116: 2114: 2111: 2109: 2106: 2104: 2101: 2099: 2096: 2094: 2091: 2084: 2081: 2078: 2075: 2073: 2070: 2068: 2065: 2063: 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957: 954: 949: 943: 939: 932: 929: 922: 920: 918: 914: 910: 906: 898: 896: 894: 890: 886: 882: 881:sulfur oxides 878: 874: 870: 866: 862: 857: 847: 844: 825: 824: 823: 821: 816: 813: 811: 784: 765: 764: 763: 761: 741: 740: 739: 737: 730:Electrophiles 729: 727: 725: 721: 717: 713: 706:Lewis acidity 705: 703: 701: 697: 689: 677:2 Al + 3 HgPh 676: 675: 671: 670: 658: 657: 653: 652: 651: 649: 645: 637: 635: 632: 624: 620: 618: 605: 603: 599: 598:ZACA reaction 595: 591: 587: 580: 572: 568: 545: 537: 533: 532: 531: 529: 503: 502: 501: 484: 483: 482: 477: 469: 454: 453: 452: 449: 447: 403: 402: 401: 399: 375: 340: 339: 338: 336: 320: 315: 313: 295: 291: 267: 266: 265: 243: 241: 239: 226: 222: 214: 209: 206:Structure of 204: 200: 198: 178: 174: 170: 166: 134: 130: 126: 118: 113: 111: 109: 105: 77: 75: 73: 69: 68:Lewis acidity 65: 61: 57: 53: 49: 45: 41: 34: 29: 19: 2198:Bond unknown 1611: 1471: 1465: 1456: 1445: 1420: 1417:Chem. Eur. J 1416: 1410: 1394: 1382:|title= 1373:cite journal 1364: 1360: 1354: 1329: 1325: 1319: 1302: 1298: 1272: 1268: 1261: 1242: 1236: 1201: 1197: 1187: 1158: 1154: 1144: 1128:. Pergamon. 1125: 1119: 1103: 1076: 1070: 1051: 1045: 1026: 1020: 1003: 999: 989: 978:the original 973: 969: 956: 937: 931: 902: 899:Applications 858: 840: 817: 814: 807: 757: 733: 709: 693: 641: 630: 628: 616: 606: 582: 543: 535: 526: 512:=CHR → 3 [Al 499: 479: 450: 443: 396:, is called 371: 324: 290:tetrahedrane 287: 247: 218: 165:ethyl groups 122: 104:Karl Ziegler 81: 39: 38: 1326:Angew. Chem 913:polyolefins 793:CR + CO 667:Al + 3 LiCl 341:2 Al + 3 CH 316:Preparation 72:polyolefins 923:References 834:→ Al(OR) 712:hard acids 681:→ 2 AlPh 644:metathesis 485:6 Al + 3 H 474:See also: 335:alkylation 225:proton NMR 2179:to carbon 1400:US3168570 970:Curr. Sci 797:→ RAl(O 736:alkoxides 696:aluminium 690:Reactions 594:1-alkenes 493:=CHR → 2 276:+ 2 K → R 48:aluminium 2214:Category 1437:18283706 1228:20465291 889:halogens 865:alcohols 846:peroxide 843:aluminum 830:+ 3/2 O 716:pyridine 349:Cl → (CH 300:and ((Me 221:solvents 177:R groups 133:bridging 129:fluoride 1997:  1334:Bibcode 1219:2933819 1155:Arkivoc 869:phenols 489:+ 12 CH 284:+ 2 KCl 197:mesityl 169:hydride 78:History 2169:Legend 1532:carbon 1486:  1435:  1367:: 992. 1249:  1226:  1216:  1132:  1091:  1058:  1033:  944:  891:, and 873:amines 820:oxygen 754:+ R'H 750:Al−OR) 702:atom. 700:carbon 685:+ 3 Hg 542:Al → ( 508:+ 3 CH 280:Al-AlR 173:halide 44:carbon 981:(PDF) 966:(PDF) 861:water 818:With 774:→ R 770:+ CO 404:2 (CH 308:C)Al) 272:AlCl) 1484:ISBN 1433:PMID 1386:help 1247:ISBN 1224:PMID 1159:2011 1130:ISBN 1089:ISBN 1056:ISBN 1031:ISBN 942:ISBN 856:] . 742:AlR' 722:and 698:and 659:AlCl 611:ZrCl 592:for 564:C=CH 554:+ 2 550:AlH) 520:CHR) 151:(μ-C 46:and 2143:CEs 2138:CCf 2133:CBk 2128:CCm 2123:CAm 2118:CPu 2113:CNp 2103:CPa 2098:CTh 2077:CYb 2072:CTm 2067:CEr 2062:CHo 2057:CDy 2052:CTb 2047:CGd 2042:CEu 2037:CSm 2032:CPm 2027:CNd 2022:CPr 2017:CCe 2012:CLa 1992:Og 1989:Ts 1986:Lv 1983:Mc 1980:Fl 1977:Nh 1974:Cn 1971:Rg 1968:Ds 1965:Mt 1962:Hs 1959:Bh 1955:CSg 1951:Db 1948:Rf 1932:CRa 1928:Fr 1923:Rn 1919:CAt 1914:CPo 1909:CBi 1904:CPb 1899:CTl 1894:CHg 1889:CAu 1884:CPt 1879:CIr 1874:COs 1869:CRe 1859:CTa 1854:CHf 1849:CLu 1837:CBa 1832:CCs 1825:CXe 1815:CTe 1810:CSb 1805:CSn 1800:CIn 1795:CCd 1790:CAg 1785:CPd 1780:CRh 1775:CRu 1770:CTc 1765:CMo 1760:CNb 1755:CZr 1743:CSr 1738:CRb 1731:CKr 1726:CBr 1721:CSe 1716:CAs 1711:CGe 1706:CGa 1701:CZn 1696:CCu 1691:CNi 1686:CCo 1681:CFe 1676:CMn 1671:CCr 1661:CTi 1656:CSc 1649:CCa 1637:CAr 1632:CCl 1617:CSi 1612:CAl 1607:CMg 1602:CNa 1596:Ne 1567:CBe 1562:CLi 1556:He 1476:doi 1425:doi 1365:377 1342:doi 1307:doi 1277:doi 1214:PMC 1206:doi 1173:hdl 1163:doi 1109:doi 1081:doi 1008:doi 1004:109 911:to 848:is 826:AlR 801:CR) 789:AlO 778:AlO 766:AlR 720:THF 650:. 646:or 631:syn 556:(CH 546:-Bu 538:-Bu 516:(CH 296:Al) 294:Cp* 260:Al) 256:CH) 252:Si) 195:or 171:or 2216:: 2158:No 2153:Md 2148:Fm 2108:CU 2093:Ac 1944:Lr 1864:CW 1820:CI 1750:CY 1666:CV 1644:CK 1627:CS 1622:CP 1592:CF 1587:CO 1582:CN 1577:CC 1572:CB 1546:CH 1482:. 1431:. 1421:14 1419:. 1377:: 1375:}} 1371:{{ 1363:. 1340:. 1330:68 1328:. 1303:23 1301:. 1289:^ 1273:46 1271:. 1222:. 1212:. 1202:75 1200:. 1196:. 1171:. 1157:. 1153:. 1087:. 1002:. 998:. 974:78 972:. 968:. 919:. 887:, 883:, 879:, 875:, 871:, 867:, 863:, 812:. 782:CR 738:: 718:, 534:2 504:2 448:. 436:Al 428:CH 420:Cl 416:Al 408:CH 392:Cl 388:Al 380:CH 365:Cl 361:Al 353:CH 345:CH 304:Si 268:(R 240:. 231:Al 139:(C 94:Al 74:. 1523:e 1516:t 1509:v 1492:. 1478:: 1439:. 1427:: 1388:) 1384:( 1348:. 1344:: 1336:: 1313:. 1309:: 1283:. 1279:: 1255:. 1230:. 1208:: 1181:. 1175:: 1165:: 1138:. 1111:: 1097:. 1083:: 1064:. 1039:. 1014:. 1010:: 950:. 854:3 850:2 836:3 832:2 828:3 803:2 799:2 795:2 791:2 787:2 785:R 780:2 776:2 772:2 768:3 752:n 748:2 744:3 683:3 679:2 665:3 661:3 617:E 613:2 609:2 566:2 562:2 560:) 558:3 552:2 548:2 544:i 540:3 536:i 522:3 518:2 514:2 510:2 506:3 495:3 491:2 487:2 462:6 460:R 458:2 438:2 434:6 432:) 430:2 426:3 422:3 418:2 414:3 412:) 410:2 406:3 394:3 390:2 386:3 384:) 382:2 378:3 367:3 363:2 359:3 357:) 355:2 351:3 347:2 343:3 331:6 329:R 327:2 310:4 306:3 302:3 298:4 282:2 278:2 274:2 270:2 262:2 258:2 254:2 250:3 233:2 229:6 193:2 191:H 189:6 187:C 185:3 181:3 161:2 159:) 157:5 155:H 153:2 149:4 147:) 145:5 143:H 141:2 137:2 100:3 98:I 96:2 92:3 90:) 88:5 86:H 84:2 20:)

Index

Organoaluminium compound

diisobutylaluminium hydride
carbon
aluminium
organometallic chemistry
trimethylaluminium
triisobutylaluminium
Tebbe's reagent
Lewis acidity
polyolefins
Karl Ziegler
olefin polymerization
coordination numbers
fluoride
bridging
ethyl groups
hydride
halide
R groups
mesityl

trimethylaluminium
solvents
proton NMR
octet configuration
tetrahedrane
Cp*
alkylation
Grignard reagents

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