Selective meta-deprotonation of toluene by using alkali-metal-mediated magnesiation

被引：73

作者：

Andrikopoulos, PC ^{[1
]}

Armstrong, DR ^{[1
]}

Graham, DV ^{[1
]}

Hevia, E ^{[1
]}

Kennedy, AR ^{[1
]}

Mulvey, RE ^{[1
]}

O'Hara, CT ^{[1
]}

Talmard, C ^{[1
]}

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 22期

关键词：

deprotonation; inverse crown compounds; magnesium; metalation; sodium;

D O I：

10.1002/anie.200500379

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Back to bases: Conventional organometallic bases usually deprotonate toluene at the methyl position to generate resonance-stabilized benzyl anions, but using a new type of bimetallic metalation, sodium-mediated magnesiation, the thermodynamic position for deprotonation can be switched to the aromatic ring (see picture). (Chemical Equation Presented) © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：3459 / 3462

页数：4

共 20 条

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