ETHYLENE-ASSISTED ALLYLIC CARBON HYDROGEN-BOND ACTIVATION OF SUBSTITUTED ALKENES WITH USE OF DICATIONIC IRIDIUM COMPLEXES - SYNTHESIS, STRUCTURE, AND CONFIGURATIONAL ISOMERISM OF CATIONIC IRIDIUM ETA-3-ALLYL ETHYLENE COMPLEXES

被引:39
作者
WAKEFIELD, JB [1 ]
STRYKER, JM [1 ]
机构
[1] INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
关键词
D O I
10.1021/om00159a008
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The use of ethylene as a sterically small, chemically inert “enabling” ligand allows the dicationic complex [Cp*Ir(S)3]2+(OTf-)2 (S = acetone) to mediate the allylic carbon-hydrogen bond activation of substituted olefins, a reaction that fails in the absence of ethylene. This reaction produces the thermodynamically less stable exo isomers; the more stable endo isomers are obtained via isomerization reactions. X-ray crystal structures of one exo and one endo allyl complex are reported. © 1990, American Chemical Society. All rights reserved.
引用
收藏
页码:2428 / 2430
页数:3
相关论文
共 22 条
[1]   PHOTOCHEMICAL C-H BOND ACTIVATION OF COORDINATED PROPENE IN (ETA-5-C5ME5)RE(CO)2(ETA-2-C3H6) - X-RAY STRUCTURE DETERMINATION OF EXO AND ENDO ISOMERS OF THE RESULTING ETA-3-ALLYL(HYDRIDO) COMPLEX (ETA-5-C5ME5)RE(H)(CO)(ETA-3-C3H5) [J].
BATCHELOR, RJ ;
EINSTEIN, FWB ;
JONES, RH ;
ZHUANG, JM ;
SUTTON, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) :3468-3469
[2]  
Coltman J. P., 1987, PRINCIPLES APPLICATI
[3]   A MOLECULAR-ORBITAL ANALYSIS OF THE REGIOSELECTIVITY OF NUCLEOPHILIC-ADDITION TO ETA-3-ALLYL COMPLEXES AND THE CONFORMATION OF THE ETA-3-ALLYL LIGAND IN L3(CO)2(ETA-3-C3H5)MOII COMPLEXES [J].
CURTIS, MD ;
EISENSTEIN, O .
ORGANOMETALLICS, 1984, 3 (06) :887-895
[4]   CHEMISTRY OF DICARBONYL ETA5-CYCLOPENTADIENYLIRON COMPLEXES - GENERAL SYNTHESES OF MONOSUBSTITUTED ETA2-OLEFIN COMPLEXES AND OF 1-SUBSTITUTED ETA1-ALLYL COMPLEXES - CONFORMATIONAL EFFECTS ON COURSE OF DEPROTONATION OF (ETA2-OLEFIN) CATIONS [J].
CUTLER, A ;
EHNTHOLT, D ;
LENNON, P ;
NICHOLAS, K ;
MARTEN, DF ;
MADHAVARAO, M ;
RAGHU, S ;
ROSAN, A ;
ROSENBLUM, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (11) :3149-3157
[5]   NUCLEOPHILIC-ADDITION TO ORGANOTRANSITION METAL-CATIONS CONTAINING UNSATURATED HYDROCARBON LIGANDS - SURVEY AND INTERPRETATION [J].
DAVIES, SG ;
GREEN, MLH ;
MINGOS, DMP .
TETRAHEDRON, 1978, 34 (20) :3047-3077
[6]   (ETA-3-ALLYL)(ETA-4-BUTADIENE)(ETA-5-CYCLOPENTADIENYL)-ZIRCONIUM, A SYSTEM OF ISOMERIC MONOCYCLOPENTADIENYLZIRCONIUM(II) COMPOUNDS [J].
ERKER, G ;
BERG, K ;
KRUGER, C ;
MULLER, G ;
ANGERMUND, K ;
BENN, R ;
SCHROTH, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (06) :455-456
[7]   CONTROLLING THE REGIOSELECTIVITY OF NUCLEOPHILIC-ADDITION ON UNSATURATED LIGANDS BOUND TO MOLYBDENUM - THE CATIONIC [CPMO(NO)(CO)(CYCLOOCTENYL)]+ SYSTEM [J].
FALLER, JW ;
CHAO, KH ;
MURRAY, HH .
ORGANOMETALLICS, 1984, 3 (08) :1231-1240
[8]   CYCLOPROPANATION OF ESTER ENOLATES BY PI-ALLYLPALLADIUM CHLORIDE COMPLEXES [J].
HEGEDUS, LS ;
DARLINGTON, WH ;
RUSSELL, CE .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (25) :5193-5196
[9]   A COMPARISON OF THE STRUCTURES OF EXO-(ETA-5-CYCLOPENTADIENYL) AND ENDO-(ETA-5-CYCLOPENTADIENYL)(ETA-3-2-METHYLALLYL)RUTHENIUM CARBONYL [J].
HSU, LY ;
NORDMAN, CE ;
GIBSON, DH ;
HSU, WL .
ORGANOMETALLICS, 1989, 8 (01) :241-244
[10]  
Huttel R., 1970, SYNTHESIS-STUTTGART, P228