1-Ethyl-3-methylimidazolium halogenoaluminate ionic liquids as reaction media for the acylative cleavage of ethers

被引：77

作者：

Green, L ^{[1
]}

Hemeon, I ^{[1
]}

Singer, RD ^{[1
]}

机构：

[1] St Marys Univ, Dept Chem, Halifax, NS B3H 3C3, Canada

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 09期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4039(99)02289-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ionic liquids derived from 1-ethyl-3-methylimidazolium iodide (emimI), and aluminium chloride have been shown to be suitable solvents for the acylative cleavage of a series of cyclic and acyclic ethers. Difunctionalised omega-iodobenzoate adducts have been isolated from the cleavage of cyclic ethers performed in Lewis acidic ionic liquids (i.e. AlCl3:emimI ratio is greater than 1:1) in the presence of benzoyl chloride. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：1343 / 1346

页数：4

相关论文

共 20 条

[1]

Adams CJ, 1998, CHEM COMMUN, P2097

[2] GROUP VI METAL-CARBONYL CATALYZED REACTION OF ETHERS AND ACID HALIDES [J].

ALPER, H ;

HUANG, CC .

JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) :64-71

[3] FRIEDEL CRAFTS REACTIONS IN AMBIENT-TEMPERATURE MOLTEN-SALTS [J].

BOON, JA ;

LEVISKY, JA ;

PFLUG, JL ;

WILKES, JS .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) :480-483

[4] Palladium catalysed allylation reactions in ionic liquids [J].

Chen, WP ;

Xu, LJ ;

Chatterton, C ;

Xiao, JL .

CHEMICAL COMMUNICATIONS, 1999, (13) :1247-1248

[5]

Cloke J. B., 1939, J AM CHEM SOC, V61, P2667, DOI DOI 10.1021/JA01265A026

[6] Organometallic synthesis in ambient temperature chloroaluminate(III) ionic liquids. Ligand exchange reactions of ferrocene [J].

Dyson, PJ ;

Grossel, MC ;

Srinivasan, N ;

Vine, T ;

Welton, T ;

Williams, DJ ;

White, AJP ;

Zigras, T .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (19) :3465-3469

[7] Regioselective alkylation in ionic liquids [J].

Earle, MJ ;

McCormac, PB ;

Seddon, KR .

CHEMICAL COMMUNICATIONS, 1998, (20) :2245-2246

[8] Diels-Alder reactions in ionic liquids - A safe recyclable alternative to lithium perchlorate-diethyl ether mixtures [J].

Earle, MJ ;

McCormac, PB ;

Seddon, KR .

GREEN CHEMISTRY, 1999, 1 (01) :23-25

[9] Selective two-phase catalytic ethylene dimerization by Ni-II complexes/AlEtCl(2) dissolved in organoaluminate ionic liquids [J].

Einloft, S ;

Dietrich, FK ;

DeSouza, RF ;

Dupont, J .

POLYHEDRON, 1996, 15 (19) :3257-3259

[10] FERRIC-CHLORIDE IN ACETIC-ANHYDRIDE - MILD AND VERSATILE REAGENT FOR CLEAVAGE OF ETHERS [J].

GANEM, B ;

SMALL, VR .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (25) :3728-3730