Polystyrene-supported chloroaluminate ionic liquid as a new heterogeneous Lewis acid catalyst for Knoevenagel condensation

被引:28
作者
Boroujeni, Kaveh Parvanak [1 ]
Jafarinasab, Mina [1 ]
机构
[1] Shahrekord Univ, Dept Chem, Shahrekord 115, Iran
关键词
Ionic liquids; Imidazolium chloroaluminate salts; Polymer-supported ionic liquids; Knoevenagel condensation; MEDIA;
D O I
10.1016/j.cclet.2012.06.019
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Non-hygroscopic polystyrene-supported chloroaluminate ionic liquid was prepared from the reaction of Merrifield resin with 1-methylimidazole followed by reaction with aluminum chloride. This Lewis acidic ionic liquid is environmentally friendly heterogeneous catalyst for the Knoevenagel condensation of aromatic and aliphatic aldehydes with ethyl cyanoacetate. The catalyst is stable (as a bench top catalyst) and reusable. (C) 2012 Kaveh Parvanak Boroujeni. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码:1067 / 1070
页数:4
相关论文
共 28 条
[1]   Polymer-supported chloroaluminate catalysts for the Diels-Alder reaction of cyclopentadiene with methyl methacrylate [J].
Bae, Hyun Woo ;
Han, Jeong-Sik ;
Jung, Srun ;
Cheong, Minserk ;
Kim, Hoon Sik ;
Lee, Je Seung .
APPLIED CATALYSIS A-GENERAL, 2007, 331 (34-38) :34-38
[2]   Acetalization of carbonyl compounds catalyzed by GaCl3 immobilized on imidazolium-styrene copolymers [J].
Bao, Quanxi ;
Qiao, Kun ;
Tomida, Daisuke ;
Yokoyama, Chiaki .
CATALYSIS COMMUNICATIONS, 2009, 10 (12) :1625-1628
[3]   KNOEVENAGEL CONDENSATION IN THE HETEROGENEOUS PHASE USING ALPO4-AL2O3 AS A NEW CATALYST [J].
CABELLO, JA ;
CAMPELO, JM ;
GARCIA, A ;
LUNA, D ;
MARINAS, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (26) :5195-5197
[4]   A straightforward method for the synthesis of alkylidene and arylidene malonates through proline-catalyzed knoevenagel condensation [J].
Cardillo, G ;
Fabbroni, S ;
Gentilucci, L ;
Gianotti, M ;
Tolomelli, A .
SYNTHETIC COMMUNICATIONS, 2003, 33 (09) :1587-1594
[5]   Immobilised ionic liquids as Lewis acid catalysts for the alkylation of aromatic compounds with dodecene [J].
DeCastro, C ;
Sauvage, E ;
Valkenberg, MH ;
Hölderich, WF .
JOURNAL OF CATALYSIS, 2000, 196 (01) :86-94
[6]   Knoevenagel condensation catalysed by poly(vinyl chloride) supported tetraethylenepentamine (PVC-TEPA) [J].
Dong, Fen ;
Li, Yi Qun ;
Dai, Rong Feng .
CHINESE CHEMICAL LETTERS, 2007, 18 (03) :266-268
[7]   3-AMINOINDOLIZINES [J].
FLITSCH, W ;
KAHNERGRONE, S .
CHEMISCHE BERICHTE-RECUEIL, 1982, 115 (03) :871-877
[8]   Lewis acidic ionic liquids for the synthesis of electrophilic alkenes via the Knoevenagel condensation [J].
Harjani, JR ;
Nara, SJ ;
Salunkhe, MM .
TETRAHEDRON LETTERS, 2002, 43 (06) :1127-1130
[9]   Direct immobilization of ImCl ionic liquid onto the platelet type SBA-15 [J].
Jiang, Nanzhe ;
Jin, Hua ;
Mo, Yong-Hwan ;
Prasetyanto, Eko Adi ;
Park, Sang-Eon .
MICROPOROUS AND MESOPOROUS MATERIALS, 2011, 141 (1-3) :16-19
[10]   Facile nucleophilic fluorination by synergistic effect between polymer-supported ionic liquid catalyst and tert-alcohol reaction media system [J].
Kim, Dong Wook ;
Jeong, Hwan-Jeong ;
Lim, Seok Tae ;
Sohn, Myung-Hee ;
Chi, Dae Yoon .
TETRAHEDRON, 2008, 64 (19) :4209-4214