Computational study of the transmetalation process in the Suzuki-Miyaura cross-coupling of aryls

被引：129

作者：

Braga, Ataualpa A. C.

Morgon, Nelson H.

Ujaque, Gregori

Lledos, Agusti

Maseras, Feliu

机构：

[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Catalonia, Spain

[2] Univ Estadual Campinas, Inst Quim, BR-13083970 Campinas, SP, Brazil

[3] Univ Autonoma Barcelona, Unitat Quim Fis, Bellaterra 08193, Catalonia, Spain

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2006年 / 691卷 / 21期

关键词：

cross-coupling; density functional theory; Suzuki-Miyaura reaction; transmetalation; biaryl;

D O I：

10.1016/j.jorganchem.2006.02.015

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The transmetalation step of the Suzuki-Miyaura cross-coupling between aryl groups is analyzed by means of DFT calculations with the Becke3LYP functional. The halide considered is Ph-Br, and the organoboronic acid is Ph-B(OH)(2). The model catalyst is Pd(PH3)(2), and the base, OH-. The transmetalation is considered to start from the Pd(Ph)(PH3)(2)Br complex, the product of the oxidative addition. The results are compared with those of a previous study on the analogous reaction with vinyl groups, and it is shown that the reaction mechanism is very similar. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：4459 / 4466

页数：8

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