A rational approach towards the nucleophilic substitutions of alcohols "on Water"

被引：140

作者：

Cozzi, Pier Giorgio ^{[1
]}

Zoli, Luca ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, ALMA MATER STUDIORUM, I-40126 Bologna, Italy

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 22期

关键词：

alcohols; electrophilicity scale; Friedel-Crafts reaction; heterogeneous reactions; nucleophilic substitution;

D O I：

10.1002/anie.200800622

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Walking on water: Which alcohols react with nucleophiles on the surface of water? The correlations introduced by Mayr et al., in which electrophiles are characterized by the parameter E, gives practical indications about the reactivity of alcohols with nucleophiles in pure water. Stable carbocations generated from the alcohols and characterized by E <-2.5 readily react with nucleophiles in pure water at 80°C, without added Brønsted or Lewis acids. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：4162 / 4166

页数：5

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