CpRu(II) and CpRu(IV)-catalyzed reactions of CHX with vinyl C-H bonds: competition between double bond homologation and olefin cyclopropanation by alkyl diazoacetate

被引：32

作者：

Simal, F

Demonceau, A

Noels, AF ^{[1
]}

Knowles, DRT

O'Leary, S

Maitlis, PM

Gusev, O

机构：

[1] Univ Liege, Inst Chim B6, CERM, B-4000 Sart Tilman, Belgium

[2] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

[3] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 117813, Russia

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1998年 / 558卷 / 1-2期

关键词：

ruthenium; ruthenium-carbene; olefin chelate; diazoesters; styrene; insertion;

D O I：

10.1016/S0022-328X(98)00373-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

When diazoesters are used as carbene precursors, new Ru(II) and Ru(IV) complexes bearing various substitutents tethered ligands mediate the formal carbene insertion into C-H vinyl bonds of(substituted) styrenes to yield mostly E- and Z-styrylacetic esters (e.g. 4-phenylbut-3-enoates with styrene). This rarely observed reaction competes with the cyclopropanation of the double bond. The influence of steric and electronic factors on the two competitive reactions is reported. The observation that the most efficient C-H insertion catalysts also promote the ROMP of norbornene lend support to the formation of ruthenacyclobutanes as reaction intermediates. (C) 1998 Elsevier Science S.A. All rights reserved.

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页码：163 / 170

页数：8

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