324:
311:
31:
230:
83:
1577:
1428:
1496:
1333:
128:
ligands. These synthetic compounds also form alkyl derivatives that undergo diverse reactions reminiscent of the biological processes. The weak cobalt(III)-carbon bond in vitamin B12 analogues can be exploited in a type of
434:
Although really only dicobalt octacarbonyl has achieved commercial success, many reports have appeared promising applications. Often these ventures are motivated by the use of "earth abundant" catalysts.
509:
Byrne, Erin K.; Theopold, Klaus H. (1987-02-01). "Redox chemistry of tetrakis(1-norbornyl)cobalt. Synthesis and
Characterization of a Cobalt(V) Alkyl and Self-Exchange Rate of a Co(III)/Co(IV) Couple".
905:"A New Paradigm in Enantioselective Cobalt Catalysis: Cationic Cobalt(I) Catalysts for Heterodimerization, Cycloaddition, and Hydrofunctionalization Reactions of Olefins"
310:
1011:
245:, a rare example of low-spin Co(II) complex. This 19-electron metallocene is used as a reducing agent and as a source of CpCo. Other sandwich compounds are CoCp(C
757:
Hebrard, Frédéric; Kalck, Philippe (2009). "Cobalt-Catalyzed
Hydroformylation of Alkenes: Generation and Recycling of the Carbonyl Species, and Catalytic Cycle".
860:
Guo, Jun; Cheng, Zhaoyang; Chen, Jianhui; Chen, Xu; Lu, Zhan (2021). "Iron- and Cobalt-Catalyzed
Asymmetric Hydrofunctionalization of Alkenes and Alkynes".
817:
Liu, Weiping; Sahoo, Basudev; Junge, Kathrin; Beller, Matthias (2018). "Cobalt
Complexes as an Emerging Class of Catalysts for Homogeneous Hydrogenations".
30:
694:
387:. Many hydroformylations have switched from cobalt-based processes to rhodium-based processes, despite the great expense of that metal. Replacing H
189:
130:
606:
546:
1004:
161:
804:
454:
383:). Processes involving cobalt are practiced commercially mainly for the production of C7-C14 alcohols used for the production of
185:
343:, the olefin inserts to give the 16e alkyl tricarbonyl. Coordination of another equivalent of CO give alkyl tetracarbonyl (step
1709:
265:, with 20 electrons and 21 electrons, respectively. Reduction of anhydrous cobalt(II) chloride with sodium in the presence of
997:
216:
an alkyne group is also protected and at the same time the alpha-carbon position is activated for nucleophilic substitution.
180:. Very elaborate cobalt-carbonyl clusters have been prepared starting from these complexes. Heating cobalt carbonyl with
116:
group, which is electrophilic. in vitamin B12, the alkyl ligand is an adenosyl group. Related to vitamin B12 are cobalt
903:
Biswas, Souvagya; Parsutkar, Mahesh M.; Jing, Stanley M.; Pagar, Vinayak V.; Herbort, James H.; Rajanbabu, T. V. (2021).
376:
328:
70:
has a cobalt-carbon bond. Many organocobalt compounds exhibit useful catalytic properties, the preeminent example being
416:
554:
1566:
1561:
1556:
1551:
1546:
1541:
1536:
1531:
1526:
1521:
1516:
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1501:
1444:
1338:
1259:
1254:
1111:
728:
1602:
1304:
1274:
1264:
1244:
1232:
1200:
1165:
1133:
1101:
1096:
1056:
1071:
1035:
989:
1647:
1642:
1637:
1632:
1627:
1622:
1617:
1612:
1607:
1592:
1582:
1433:
1408:
1403:
1388:
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1353:
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1299:
1227:
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1081:
49:
1597:
1587:
1398:
1383:
1368:
1358:
1343:
1284:
1269:
1249:
1239:
1220:
1215:
1205:
1195:
1138:
1106:
954:"Iron- and Cobalt-Catalyzed Alkene Hydrogenation: Catalysis with Both Redox-Active and Strong Field Ligands"
1076:
1066:
1506:
1421:
1363:
1326:
1321:
1309:
1289:
1279:
1185:
1180:
1116:
1091:
1314:
1126:
1061:
1051:
360:
153:
71:
624:
Nicolas Agenet, Vincent Gandon, K. Peter C. Vollhardt, Max
Malacria, Corinne Aubert J. Am. Chem. Soc.;
647:"Simultaneous Ejection of Six Electrons at a Constant Potential by Hexakis(4-ferrocenylphenyl)benzene"
622:
Cobalt-Catalyzed
Cyclotrimerization of Alkynes: The Answer to the Puzzle of Parallel Reaction Pathways
1393:
1378:
1190:
1170:
792:
545:
Antoine, Debuigne; Poli, Rinaldo; JĂ©rĂ´me, Christine; JĂ©rĂ´me, Robert; Detrembleur, Christophe (2009).
304:
282:
90:
is a rare example of a low-spin tetrahedral complex and a rare case of an organocobalt(V) derivative.
452:
Omae, Iwao (2007). "Three characteristic reactions of organocobalt compounds in organic synthesis".
1294:
392:
94:
Most fundamental are the cobalt complexes with only alkyl ligands. Examples include Co(4-norbornyl)
547:"Overview of Cobalt-Mediated Radical Polymerization: Roots, State of the Art and Future Prospects"
323:
885:
842:
571:
63:. Organocobalt compounds are involved in several organic reactions and the important biomolecule
327:
Mechanism of cobalt-catalyzed hydroformylation. The process begins with dissociation of CO from
975:
934:
877:
834:
800:
774:
667:
602:
527:
483:
238:
213:
965:
924:
916:
869:
826:
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703:
689:
659:
629:
594:
563:
519:
491:
463:
372:
209:
121:
685:
396:
109:
724:"'Organometallic chemistry at the threshold of a new millennium. Retrospect and prospect"
589:
Gosser, L. W.; Cushing, M. A. Jr. (1977). "Î -Cyclooctenyl-Ď€-L,5-Cycloocta-Dienecobalt".
929:
904:
567:
266:
1703:
1666:
889:
237:
Organocobalt compounds are known with alkene, allyl, diene, and Cp ligands. A famous
157:
142:
134:
60:
17:
846:
575:
646:
138:
970:
953:
920:
873:
830:
408:
242:
208:). Because they can be removed later, the cobalt carbonyl centers function as a
125:
102:
64:
34:
598:
229:
82:
651:
384:
307:, which has been applied to the synthesis of a variety of complex structures.
531:
742:
723:
481:
B. K. Bower and H. G. Tennent (1972). "Transition metal bicyclohept-1-yls".
404:
181:
117:
45:
979:
938:
881:
838:
778:
671:
269:
gives Co(cyclooctadiene)(cyclooctenyl), a synthetically versatile reagent.
355:, oxidative addition of hydrogen gives a dihydrido complex, which in step
799:, 2408 Seiten, Verlag Wiley-VCH Verlag GmbH & Co. KGaA, (2012),
423:
707:
523:
495:
770:
663:
633:
1021:
467:
113:
57:
53:
291:
have been well investigated (L = CO, alkene). The complexes CpCo(C
692:(1961). "The Reaction of Cobalt Hydrotetracarbonyl with Olefins".
400:
322:
228:
164:
are among the most widely used organocobalt compounds. Heating Co
412:
993:
314:
Mechanism proposed for trimerisation of alkyne to give arenes.
419:
in which it is assumed that organocobalt intermediates form.
309:
29:
335:). Subsequent binding of alkene gives an 18e species (step
188:. Dicobalt octacarbonyl also reacts with alkynes to give
403:. An example of this reaction type is the conversion of
347:). Migratory insertion of CO gives the 16e acyl in step
422:
Cobalt complexes have been applies to the synthesis of
593:. Inorganic Syntheses. Vol. 17. pp. 112–15.
1658:
27:
Chemistry of compounds with a carbon to cobalt bond
645:Chebny VJ, Dhar D, Lindeman SV, Rathore R (2006).
37:and related cofactors are organocobalt compounds.
426:derivatives starting from alkynes and nitriles.
371:Dicobalt octacarbonyl is used commercially for
1005:
797:Catalysis from A to Z: A Concise Encyclopedia
287:The half-sandwich compounds of the type CpCoL
8:
1012:
998:
990:
1024:with other elements in the periodic table
969:
928:
741:
591:Ď€-Cyclooctenyl-Ď€-1,5-cyclooctadienecobalt
190:dicobalt hexacarbonyl acetylene complexes
795:, Chi-Huey Wong, Horst Werner Zanthoff:
695:Journal of the American Chemical Society
512:Journal of the American Chemical Society
81:
444:
1041:
331:to give the 16-electron species (step
131:Cobalt mediated radical polymerization
233:Co(1,5-cyclooctadiene)(cyclooctenyl).
7:
1683:Academic research, no widespread use
628:; 129(28) pp 8860 - 8871; (Article)
568:10.1016/j.progpolymsci.2008.11.003
411:. Cobalt catalysts (together with
375:of alkenes. A key intermediate is
133:of acrylic and vinyl esters (e.g.
25:
1575:
1494:
1426:
1331:
1031:
455:Applied Organometallic Chemistry
186:methylidynetricobaltnonacarbonyl
367:is unproductive and reversible.
220:Cp, allyl, and alkene compounds
160:of cobalt salts. It and its
101:Alkylcobalt is represented by
1:
958:Accounts of Chemical Research
909:Accounts of Chemical Research
862:Accounts of Chemical Research
819:Accounts of Chemical Research
971:10.1021/acs.accounts.5b00134
921:10.1021/acs.accounts.1c00573
874:10.1021/acs.accounts.1c00212
831:10.1021/acs.accounts.8b00262
395:, the reaction product is a
377:cobalt tetracarbonyl hydride
329:cobalt tetracarbonyl hydride
555:Progress in Polymer Science
124:, and related complexes of
1726:
729:Pure and Applied Chemistry
599:10.1002/9780470132487.ch32
280:
1572:
1491:
1043:
1039:
1029:
430:Aspirational applications
108:and related enzymes. In
952:Chirik, Paul J. (2015).
50:organometallic compounds
743:10.1351/pac200173020209
417:Fischer–Tropsch process
303:and CpCo(cod) catalyze
212:for the alkyne. In the
1710:Organocobalt compounds
1678:Many uses in chemistry
1673:Core organic chemistry
415:) are relevant in the
368:
315:
234:
91:
42:Organocobalt chemistry
38:
722:Jack Halpern (2001).
361:reductive elimination
359:releases aldehyde by
326:
313:
232:
162:phosphine derivatives
154:Dicobalt octacarbonyl
85:
72:dicobalt octacarbonyl
33:
18:Organocobalt compound
793:Wolfgang A. Herrmann
305:alkyne trimerisation
283:alkyne trimerisation
708:10.1021/ja01480a017
524:10.1021/ja00238a066
496:10.1021/ja00762a056
192:with the formula Co
156:is produced by the
122:dimethylglyoximates
369:
316:
235:
225:Sandwich compounds
149:Carbonyl complexes
92:
39:
1697:
1696:
1653:
1652:
915:(24): 4545–4564.
868:(11): 2701–2716.
771:10.1021/cr8002533
702:(19): 4023–4027.
664:10.1021/ol061904d
658:(22): 5041–5044.
634:10.1021/ja072208r
608:978-0-470-13248-7
484:J. Am. Chem. Soc.
239:sandwich compound
214:Nicholas reaction
16:(Redirected from
1717:
1689:
1684:
1679:
1674:
1579:
1578:
1498:
1497:
1430:
1429:
1335:
1334:
1032:
1014:
1007:
1000:
991:
984:
983:
973:
964:(6): 1687–1695.
949:
943:
942:
932:
900:
894:
893:
857:
851:
850:
825:(8): 1858–1869.
814:
808:
789:
783:
782:
765:(9): 4272–4282.
759:Chemical Reviews
754:
748:
747:
745:
719:
713:
711:
690:David S. Breslow
682:
676:
675:
642:
636:
619:
613:
612:
586:
580:
579:
551:
542:
536:
535:
518:(4): 1282–1283.
506:
500:
499:
490:(7): 2512–2514.
478:
472:
471:
468:10.1002/aoc.1213
449:
373:hydroformylation
210:protective group
112:the ligand is a
98:and its cation.
21:
1725:
1724:
1720:
1719:
1718:
1716:
1715:
1714:
1700:
1699:
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751:
721:
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686:Richard F. Heck
684:
683:
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644:
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544:
543:
539:
508:
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480:
479:
475:
451:
450:
446:
441:
432:
397:carboxylic acid
391:by water or an
390:
382:
321:
302:
298:
294:
290:
285:
279:
277:and derivatives
276:
264:
260:
256:
252:
248:
227:
222:
207:
203:
199:
195:
179:
175:
171:
167:
151:
110:methylcobalamin
106:
97:
89:
86:Co(4-norbornyl)
80:
78:Alkyl complexes
68:
28:
23:
22:
15:
12:
11:
5:
1723:
1721:
1713:
1712:
1702:
1701:
1695:
1694:
1691:
1690:
1685:
1680:
1675:
1670:
1667:Chemical bonds
1663:
1662:
1660:
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1038:
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1019:
1017:
1016:
1009:
1002:
994:
986:
985:
944:
895:
852:
809:
784:
749:
736:(2): 209–220.
714:
677:
637:
614:
607:
581:
562:(3): 211–239.
537:
501:
473:
462:(5): 318–344.
443:
442:
440:
437:
431:
428:
388:
380:
320:
317:
300:
296:
292:
288:
281:Main article:
278:
274:
271:
267:cyclooctadiene
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221:
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1234:
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1199:
1197:
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1118:
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1103:
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1060:
1058:
1055:
1053:
1050:
1049:
1045:
1037:
1034:
1033:
1028:
1023:
1020:Compounds of
1015:
1010:
1008:
1003:
1001:
996:
995:
992:
981:
977:
972:
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963:
959:
955:
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828:
824:
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805:3-527-33307-X
802:
798:
794:
791:Boy Cornils,
788:
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764:
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191:
187:
183:
163:
159:
158:carbonylation
155:
148:
146:
144:
143:acrylonitrile
140:
136:
135:vinyl acetate
132:
127:
123:
119:
115:
111:
107:
99:
84:
77:
75:
73:
69:
62:
61:chemical bond
59:
55:
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51:
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332:
319:Applications
286:
236:
152:
139:acrylic acid
100:
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40:
409:adipic acid
385:surfactants
339:). In step
243:cobaltocene
126:Schiff base
35:Vitamin B12
652:Org. Lett.
439:References
351:. In step
253:) and Co(C
118:porphyrins
1669:to carbon
890:234792059
532:0002-7863
405:butadiene
182:bromoform
103:vitamin B
65:vitamin B
46:chemistry
1704:Category
980:26042837
939:34847327
882:34011145
847:51954703
839:30091891
779:19572688
672:17048838
576:95760628
424:pyridine
379:(HCo(CO)
363:. Step
273:CpCo(CO)
172:gives Co
1487:
930:8721816
393:alcohol
44:is the
1659:Legend
1022:carbon
978:
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399:or an
184:gives
114:methyl
58:cobalt
54:carbon
886:S2CID
843:S2CID
572:S2CID
550:(PDF)
401:ester
976:PMID
935:PMID
878:PMID
835:PMID
801:ISBN
775:PMID
668:PMID
626:2007
603:ISBN
528:ISSN
413:iron
196:(CO)
176:(CO)
168:(CO)
141:and
1633:CEs
1628:CCf
1623:CBk
1618:CCm
1613:CAm
1608:CPu
1603:CNp
1593:CPa
1588:CTh
1567:CYb
1562:CTm
1557:CEr
1552:CHo
1547:CDy
1542:CTb
1537:CGd
1532:CEu
1527:CSm
1522:CPm
1517:CNd
1512:CPr
1507:CCe
1502:CLa
1482:Og
1479:Ts
1476:Lv
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1467:Nh
1464:Cn
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1399:CBi
1394:CPb
1389:CTl
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1369:CIr
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1315:CXe
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1295:CSn
1290:CIn
1285:CCd
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1275:CPd
1270:CRh
1265:CRu
1260:CTc
1255:CMo
1250:CNb
1245:CZr
1233:CSr
1228:CRb
1221:CKr
1216:CBr
1211:CSe
1206:CAs
1201:CGe
1196:CGa
1191:CZn
1186:CCu
1181:CNi
1176:CCo
1171:CFe
1166:CMn
1161:CCr
1151:CTi
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1139:CCa
1127:CAr
1122:CCl
1107:CSi
1102:CAl
1097:CMg
1092:CNa
1086:Ne
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966:doi
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767:doi
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