Catalytic dehalogenation of aryl halides mediated by a palladium/imidazolium salt system

被引：169

作者：

Viciu, MS ^{[1
]}

Grasa, GA ^{[1
]}

Nolan, SP ^{[1
]}

机构：

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

来源：

ORGANOMETALLICS | 2001年 / 20卷 / 16期

关键词：

D O I：

10.1021/om010332s

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A convenient and efficient catalytic aryl halide dehalogenation protocol has been developed using an imidazolium salt/palladium/base system. The use of the ligand precursor SIMes . HCl ((2,4,6-trimethylphenyl)dihydroimidazolium chloride) in conjunction with Pd(dba)2 was found to be most effective for the dehalogenation of aryl chlorides, bromides, and polyhalogenated aromatic hydrocarbons. Strong bases having beta -hydrogens both perform deprotonation of the imidazolium salt and are hydrogen sources for the dehalogenation process. The oxidative addition of the imidazolium salt to the palladium(0) precursor generating a carbene palladium hydride species may also be involved in the dehalogenation process. This oxidative-addition reaction may have fundamental implications in low-valent metal carbene mediated transformations.

引用

页码：3607 / 3612

页数：6

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