Synthesis and applications of novel imidazole and benzimidazole based sulfonic acid group functionalized Bronsted acidic ionic liquid catalysts

被引：109

作者：

Kore, Rajkumar ^{[1
]}

Srivastava, Rajendra ^{[1
]}

机构：

[1] Indian Inst Technol Ropar, Dept Chem, Rupnagar 140001, Punjab, India

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2011年 / 345卷 / 1-2期

关键词：

Bronsted acidic ionic liquids; Sulfonic acid functionalized ionic liquids; Multi-component coupling reactions; Hammett acidity; Theoretical studies; EFFICIENT; EPOXIDES;

D O I：

10.1016/j.molcata.2011.06.003

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：

In this study, a variety of imidazole/benzimidazole based sulfonic acid group functionalized Bronsted acidic ionic liquids (BAILs) were synthesized. Catalytic activities of BAILS were assessed using multicomponent coupling reactions. Catalytic activities of BAILs were high when compared with those of solid acid catalysts such as H-ZSM-5. H-BETA, and sulfonic acid functionalized SBA-15 catalysts. The Hammett acidity order determined from UV-visible spectroscopy of BAILS is consistent with their activity order observed in acid-catalyzed reactions. Theoretical studies demonstrate that the hydrogen bonding plays a key role in tuning the acidity of BAILs. Recycling experiments suggest that these novel BAILS can be reused without significant loss in catalytic activity. Novel BAILS offer several attractive features such as low cost, high catalytic activity, and recyclability. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：117 / 126

页数：10

共 35 条

[1] Abdol R.H., 2009, TETRAHEDRON LETT, V50, P5649
[2] Efficient combination of recyclable task specific ionic liquid and microwave dielectric heating for the synthesis of lipophilic esters
Arfan, A
Bazureau, JP
[J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2005, 9 (06) : 743 - 748
[3] CO2 capture by a task-specific ionic liquid
Bates, ED
Mayton, RD
Ntai, I
Davis, JH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) : 926 - 927
[4] Acceptor substituted N-heterocyclic carbenes and their Rh(I) complexes:: Synthesis, structure and properties
Bittermann, Agnes
Haerter, Peter
Herdtweck, Eberhardt
Hoffmann, Stephan D.
Herrmann, Wolfgang A.
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2008, 693 (12) : 2079 - 2090
[5] Highly enantioselective organocatalytic Biginelli reaction
Chen, Xiao-Hua
Xu, Xiao-Ying
Liu, Hua
Cun, Lin-Feng
Gong, Liu-Zhu
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (46) : 14802 - 14803
[6] Novel bronsted acidic ionic liquids and their use as dual solvent-catalysts
Cole, AC
Jensen, JL
Ntai, I
Tran, KLT
Weaver, KJ
Forbes, DC
Davis, JH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) : 5962 - 5963
[7] Lewis acids:: From conventional homogeneous to green homogeneous and heterogeneous catalysis
Corma, A
García, H
[J]. CHEMICAL REVIEWS, 2003, 103 (11) : 4307 - 4365
[8] From microporous to mesoporous molecular sieve materials and their use in catalysis
Corma, A
[J]. CHEMICAL REVIEWS, 1997, 97 (06) : 2373 - 2419
[9] Thiazolium-ion based organic ionic liquids (OILs). Novel OILs which promote the benzoin condensation.
Davis, JH
Forrester, KJ
[J]. TETRAHEDRON LETTERS, 1999, 40 (09) : 1621 - 1622
[10] Frisch M. J., 2016, Gaussian 03 Revision B.03

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