Pd-NHC (PEPPSI) complexes: Synthetic utility and computational studies into their reactivity

被引：186

作者：

Organ, Michael G. ^{[1
]}

Chass, Gregory A. ^{[2
]}

Fang, De-Cai ^{[3
]}

Hopkinson, Alan C. ^{[1
]}

Valente, Cory ^{[1
]}

机构：

[1] York Univ, Dept Chem, Toronto, ON M3J 1P3, Canada

[2] Univ Wales, Sch Chem, Bangor LL57 2UW, Gwynedd, Wales

[3] Beijing Normal Univ, Coll Chem, Beijing 100875, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2008年 / 17期

基金：

加拿大自然科学与工程研究理事会;

关键词：

palladium; cross-coupling; PEPPSI; computation;

D O I：

10.1055/s-2008-1067225

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This review concentrates on the results obtained thus far in cross-coupling reactions utilising Pd-PEPPSI-IPr (pre)catalyst. Results from computational studies expose possible factors behind the high reactivity of this complex, as well as mechanistic details for the IPr-Pd-mediated alkyl-alkyl Negishi cross-coupling. 1 Introduction 2 Evolution to Pd-PEPPSI Complexes 2.1 Background of NHCs; Unraveling Electronic and Steric Components 2.2 Design and Preparation of Pd-PEPPSI Complexes 2.3 Mechanism of Activation and Role in the Catalytic Cycle 3 Cross-Coupling Results with Pd-PEPPSI Complexes 3.1 General Cross-Coupling Scheme 3.2 The Suzuki-Miyaura Reaction 3.3 The Kumada-Tamao-Corriu Reaction 3.4 The Negishi Reaction 3.5 Buchwald-Hartwig-Yagupol'skii Amination 4 Theory and Computation 4.1 Theory 4.2 Computation 4.3 Geometric Structure 4.4 Reaction Profile 4.5 Interactions 4.6 Atoms-in-Molecules 5 Conclusions.

引用

页码：2776 / 2797

页数：22

共 166 条

[1]

Abraham M. H., 1985, CHEM METAL CARBON BO, P25

[2] Disorder in Ag7GeSe5I, a superionic conductor:: temperature-dependent anharmonic structural study [J].