Electronic effects on the selectivity of Pd-catalyzed C-N bond-forming reactions using biarylphosphine ligands: The competitive roles of amine binding and acidity

被引：92

作者：

Biscoe, Mark R. ^{[1
]}

Barder, Timothy E. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 38期

关键词：

amination; chemoselectivity; homogeneous catalysis; palladium; phosphanes;

D O I：

10.1002/anie.200702122

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Electronic influence: Correlation between the relative binding constants of amines to isolated [SPhosPd(Ph)C;] (SPhos = 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl) and the pKa of the amine complexes shows that the selectivity in the catalytic arylation of amines is influenced by the electronic properties of the amine. Selectivities observed in C-N cross-coupling reactions using neutral amines can be reversed using lithium amides. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：7232 / 7235

页数：4

共 19 条

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