Mechanistic Aspects of the Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction

被引：191

作者：

D'Alterio, Massimo C. ^{[1
,2
]}

Casals-Cruanas, Eric ^{[1
]}

Tzouras, Nikolaos V. ^{[3
,4
]}

Talarico, Giovanni ^{[2
]}

Nolan, Steven P. ^{[3
,4
]}

Poater, Albert ^{[1
]}

机构：

[1] Univ Girona, Dept Quim, Inst Quim Computac & Catalisi, C Maria Aurelia Capmany 69, Girona 17003, Catalonia, Spain

[2] Univ Napoli Federico II, Dipartimento Sci Chim, Via Cintia, I-80126 Naples, Italy

[3] Univ Ghent, Dept Chem, Bldg S3,Krijgslaan 281, B-9000 Ghent, Belgium

[4] Univ Ghent, Ctr Sustainable Chem, Bldg S3,Krijgslaan 281, B-9000 Ghent, Belgium

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 54期

基金：

比利时弗兰德研究基金会;

关键词：

C-C bond formation; Cross coupling; DFT; palladium; preactivation; Suzuki-Miyaura; N-HETEROCYCLIC CARBENES; PD-NHC PRECATALYST; C-O BOND; CARBON-CARBON; OXIDATIVE ADDITION; ROOM-TEMPERATURE; ARYL HALIDES; REDUCTIVE ELIMINATION; OLEFIN METATHESIS; GRIGNARD-REAGENTS;

D O I：

10.1002/chem.202101880

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The story of C-C bond formation includes several reactions, and surely Suzuki-Miyaura is among the most outstanding ones. Herein, a brief historical overview of insights regarding the reaction mechanism is provided. In particular, the formation of the catalytically active species is probably the main concern, thus the preactivation is in competition with, or even assumes the role of the rate determining step (rds) of the overall reaction. Computational chemistry is key in identifying the rds and thus leading to milder conditions on an experimental level by means of predictive catalysis.

引用

页码：13481 / 13493

页数：13

共 160 条

[1] Oxidative addition of aryl chlorides to monoligated palladium(0): A DFT-SCRF study [J].