Catalyst Control of Site Selectivity in the PdII/IV-Catalyzed Direct Arylation of Naphthalene

被引：131

作者：

Hickman, Amanda J. ^{[1
]}

Sanford, Melanie S. ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

ACS CATALYSIS | 2011年 / 1卷 / 03期

关键词：

C-H functionalization; catalyst control; regioselective functionalization; naphthalene; palladium; C-H ACTIVATION; ARYL BOND FORMATION; COUPLING REACTIONS; SIMPLE ARENES; PALLADIUM; COMPLEXES; BENZENE; FUNCTIONALIZATION; REGIOSELECTIVITY; PLATINUM(II);

D O I：

10.1021/cs1001543

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

This letter describes a new method for the highly site and chemoselective Pd-catalyzed direct. arylation of naphthalene. Tuning the structure. of the. ligated Pd fatalist results formation of the alpha-arylated product in high yield and > 50:1 selectivity: to our knowledge, the first. systematic, evaluation of catalyst control in the C-H arylation of an unactivated aromatic sustrate. Preliminary studies implicate an unusual mechanism involving sequential naphthalene pi-coordination/metalation at Pd-IV.

引用

页码：170 / 174

页数：5

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