Structure and Reactivity of Late Transition Metal η3-Benzyl Complexes

被引:118
作者
Trost, Barry M. [1 ]
Czabaniuk, Lara C. [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
基金
美国国家科学基金会;
关键词
asymmetric synthesis; homogeneous catalysis; crystallography; transition metals; eta(3)-coordination; CATALYZED NUCLEOPHILIC-SUBSTITUTION; CROSS-COUPLING REACTIONS; H BOND ACTIVATION; HALF-SANDWICH-TYPE; NONRIGID ORGANOMETALLIC MOLECULES; NUCLEAR-MAGNETIC-RESONANCE; PHASE-TRANSFER CATALYSIS; BENZYL HALIDES; OXIDATIVE ADDITION; CRYSTAL-STRUCTURE;
D O I
10.1002/anie.201305972
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The coordination of transition metals to organic fragments can yield complexes with fascinating and unexpected binding patterns. The study of metal-benzyl complexes has demonstrated the feasibility of eta(3)-coordination, which results in a dearomatized ring. These complexes also offer insight into reaction mechanisms as proposed intermediates in catalytic cycles. In this Review we discuss the synthesis and characterization of these complexes with late transition metals and the subsequent development of catalytic benzylic functionalization methods, including asymmetric variants.
引用
收藏
页码:2826 / 2851
页数:26
相关论文
共 226 条
[31]   The development of enantioselective rhodium-catalysed hydroboration of olefins [J].
Carroll, AM ;
O'Sullivan, TP ;
Guiry, PJ .
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (05) :609-631
[32]   LIGAND ELECTRONIC EFFECTS IN ASYMMETRIC CATALYSIS - ENHANCED ENANTIOSELECTIVITY IN THE ASYMMETRIC HYDROCYANATION OF VINYLARENES [J].
CASALNUOVO, AL ;
RAJANBABU, TV ;
AYERS, TA ;
WARREN, TH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (22) :9869-9882
[33]   PHASE-TRANSFER CATALYSIS IN COBALT-CATALYZED CARBONYLATION OF BENZYL HALIDES [J].
CASSAR, L ;
FOA, M .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1977, 134 (01) :C15-C16
[34]   CO2(CO)8-CATALYZED REACTION OF BENZYLIC ACETATES WITH HSIME3 AND CO - A NOVEL METHOD FOR HOMOLOGATION OF ALCOHOLS [J].
CHATANI, N ;
SANO, T ;
OHE, K ;
KAWASAKI, Y ;
MURAI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (24) :5923-5924
[35]   Synthesis, Structures, and Ethylene Polymerization Behavior of Bis(pyrazolyl)borate Zirconium and Hafnium Benzyl Complexes [J].
Chen, Changle ;
Lee, Han ;
Jordan, Richard F. .
ORGANOMETALLICS, 2010, 29 (21) :5373-5381
[36]   NOVEL REACTION OF LIMONENE(TRICARBONYL)IRON - SYNTHESIS AND CRYSTAL-STRUCTURE OF (ETA-4-C10H16)(C(OET)C6H4ME-O)FE(CO)2 AND ((ETA-3-C10H16)C(OET)AR)FE(CO)2 [J].
CHEN, JB ;
LEI, GX ;
JIN, ZS ;
HU, LH ;
WEI, GC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (11) :731-732
[37]  
CHEN JB, 1985, J ORGANOMET CHEM, V286, P55
[38]   SYNTHESIS, SPECTRA, AND CRYSTAL-STRUCTURE OF NOVEL ISOMERIZED PRODUCTS OF (CYCLOOCTATETRAENE)DICARBONYL(ETHOXYARYLCARBENE)IRON AND (8,8-DIHYDRO-3-5-ETA-CYCLOOCTATRIENYL)TRICARBONYLARYLIRON COMPLEXES [J].
CHEN, JB ;
LEI, GX ;
XU, WH ;
PAN, ZH ;
ZHANG, SW ;
ZHANG, ZY ;
JIN, XL ;
SHAO, MC ;
TANG, YQ .
ORGANOMETALLICS, 1987, 6 (12) :2461-2470
[39]   Palladium catalyzed cross-coupling between phenyl- or naphthylboronic acids and benzylic bromides [J].
Chowdhury, S ;
Georghiou, PE .
TETRAHEDRON LETTERS, 1999, 40 (43) :7599-7603
[40]   Preparation and resolution of a modular class of axially chiral quinazoline-containing ligands and their application in asymmetric rhodium-catalyzed olefin hydroboration [J].
Connolly, DJ ;
Lacey, PM ;
McCarthy, M ;
Saunders, CP ;
Carroll, AM ;
Goddard, R ;
Guiry, PJ .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (20) :6572-6589