Electrophilic alkylations in neutral aqueous or alcoholic solutions

被引：90

作者：

Hofmann, M ^{[1
]}

Hampel, N ^{[1
]}

Kanzian, T ^{[1
]}

Mayr, H ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2004年 / 43卷 / 40期

关键词：

alkylations; carbocations; Friedel-Crafts reactions; S(N)1 reactions; solvent effects;

D O I：

10.1002/anie.200460812

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Acid-free Friedel-Crafts chemistry: A paradox? Nucleophilicity scales, based on reactions with benzhydrylium ions, show that many π systems are more nucleophilic than aqueous or alcoholic solutions that are generally employed as solvents for SN1 reactions. Solvolytically generated carbocations can, therefore, be trapped by donor-substituted arenes and alkenes to form products of Friedel-Crafts-type reactions in neutral aqueous solutions (see scheme).

引用

页码：5402 / 5405

页数：4

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