Rationale behind the resistance of dialkylbiaryl phosphines toward oxidation by molecular oxygen

被引：152

作者：

Barder, Timothy E. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 16期

关键词：

D O I：

10.1021/ja0683180

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Electron-rich dialkylbiaryl phosphines, which comprise a common class of supporting ligands for Pd-catalyzed cross-coupling reactions, are highly resistant toward oxidation by molecular oxygen. Presented herein are possible reasons why this class of phosphine ligands manifests this property. Experimental and theoretical data suggest that the two alkyl substituents on the phosphorus center and the 2' and 6' positions of the biaryl backbone play an important role in inhibiting oxidation of this class of ligands.

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页码：5096 / 5101

页数：6

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