Reactivity of anionic nucleophiles in ionic liquids and molecular solvents

被引：25

作者：

Betti, Cecilia ^{[1
]}

Landini, Dario ^{[1
]}

Maia, Angelamaria ^{[2
]}

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] CNR ISTM, I-20133 Milan, Italy

来源：

TETRAHEDRON | 2008年 / 64卷 / 08期

关键词：

D O I：

10.1016/j.tet.2007.12.009

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

The nucleophilic reactivity of a representative series of anions has been measured in [hmim][ClO4] 3i, [hm(2)im][ClO4] 3'i, and [hmim][PF6] 31 ILs in the reaction with n-alkyl methanesulfonates and compared with that found in common molecular solvents (MeOH, DMSO, PhC1). The reactivity is found to depend on both the imidazolium cation-anion interaction and the specific solvation by water present in the IL, the water playing the main effect, in particular with hydrophilic anions. Removal of the largest quantity of water remarkably increases the ion pair reactivity in the IL up to rate constant value k comparable with those obtained in DMSO and in low polarity media (PhC1). (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：1689 / 1695

页数：7

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