Nucleophilic substitution of chlorobis(4-methoxyphenyl)methane: reactivity of carbenium ions in ILs-trifluoroethanol mixtures

被引：13

作者：

Bini, R

Chiappe, C

Pieraccini, D

Picc, P

Pomelli, CS

机构：

[1] Dipartimento Chim Bioorgan & Biofarm, I-56126 Pisa, Italy

[2] Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 39期

关键词：

ionic liquids; carbenium ions; S(N)1;

D O I：

10.1016/j.tetlet.2005.07.143

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ionization of chlorobis(4-methoxyphenyl)methane (1-Cl) was performed in 1:1 mixtures of TFE/ILs (lLs[emim][Tf2N], [bmim][Tf2N], [bpy][Tf2N]), and TFE/CH3CN. The decay of the immediately formed carbenium ion 1(+) was followed by stopped flow, showing that the lifetime of this intermediate significantly decreases on going from CH3CN to [emim][Tf2N]. Ab initio calculations suggest an increase in the electrophilicity of the carbenium ion in ILs. (c) 2005 Elsevier Ltd. All rights reserved.

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收藏

页码：6675 / 6678

页数：4

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