Two novel binuclear sulfonic-functionalized ionic liquids: Influence of anion and carbon-spacer on catalytic efficiency for one-pot synthesis of bis(indolyl)methanes

被引：32

作者：

Khaligh, Nader Ghaffari ^{[1
]}

Mihankhah, Taraneh ^{[2
]}

Johan, Mohd Rafie ^{[1
]}

Ching, Juan Joon ^{[1
]}

机构：

[1] Univ Malaya, Inst Postgrad Studies, Nanotechnol & Catalysis Res Ctr, 3rd Floor,Block A, Kuala Lumpur 50603, Malaysia

[2] Kharazmi Univ, Fac Engn, Civil Engn Dept, Tehran, Iran

来源：

JOURNAL OF MOLECULAR LIQUIDS | 2018年 / 259卷

关键词：

Binuclear sulfonic-functionalized ionic liquid; Carbon-spacer effect; Anion effect; Dual solvent-catalyst properties; Bis(indolyl)methane; IMIDAZOLIUM HYDROGEN SULFATE; UNSYMMETRICAL POLYHYDROQUINOLINE DERIVATIVES; HALOGEN-FREE; TRIMETHYLSILYL PROTECTION; MULTICOMPONENT SYNTHESIS; PRACTICAL SYNTHESIS; ACID; MOLECULE; MILD;

D O I：

10.1016/j.molliq.2018.03.044

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Two new binuclear sulfonic-functionalized ionic liquids with four-carbon spacer were synthesized and their structures were characterized by FTIR, MS, H-1 and C-13 NMR; then some physical properties and pH of the aqueous solution of new task-specific ionic liquids were determined. Their dual solvent-catalytic activity were studied for the synthesis of bis(indolyl)methanes under mild conditions. The catalytic activity of these ionic liquids were compared with some ionic liquids derived from pyrazinium, piperazinium, benzimidazolium, imidazolium mono- or di-cation containing chloride and hydrogen sulfate as counter anion under optimized conditions. It was proved that the new ionic liquids containing two sulfonic imidazole moieties with four-carbon spacer as well as hydrogen sulfate as acidic counter anion were superior to the previously reported ionic liquids. (C) 2018 Elsevier B.V. All rights reserved.

引用

页码：260 / 273

页数：14

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