Heck reaction catalyzed by nanosized palladium on chitosan in ionic liquids

被引：165

作者：

Calò, V ^{[1
]}

Nacci, A ^{[1
]}

Monopoli, A ^{[1
]}

Fornaro, A ^{[1
]}

Sabbatini, L ^{[1
]}

Cioffi, N ^{[1
]}

Ditaranto, N ^{[1
]}

机构：

[1] Univ Bari, Dipartmento Chim, Ctr CNR ICCOM, I-70126 Bari, Italy

来源：

ORGANOMETALLICS | 2004年 / 23卷 / 22期

关键词：

D O I：

10.1021/om049586e

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Palladium nanocolloids supported on chitosan behave as very efficient heterogeneous catalysts in the Heck reaction of aryl bromides and activated aryl chlorides in tetrabutylammonium bromide as solvent and tetrabutylammonium acetate as base. Only 15 min is required to convert bromobenzene or p-nitrochlorobenzene into cinnamates. The efficiency of this catalyst is due to the stabilization of Pd colloids by the solvent and to a very fast PdH neutralization by the base. In contrast, no reaction occurs when utilizing imidazoliumbased ionic liquids. The stability of the catalyst allows an extensive recycle in the coupling of iodoaromatics with butyl acrylate.

引用

页码：5154 / 5158

页数：5

共 114 条

[11] The heck reaction as a sharpening stone of palladium catalysis [J].

Beletskaya, IP ;

Cheprakov, AV .

CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066

[12]

BELLER M, 1995, SYNLETT, P441

[13] First palladium-catalyzed Heck reactions with efficient colloidal catalyst systems [J].

Beller, M ;

Fischer, H ;

Kuhlein, K ;

Reisinger, CP ;

Herrmann, WA .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1996, 520 (1-2) :257-259

[14] Polymer-supported organic catalysts [J].

Benaglia, M ;

Puglisi, A ;

Cozzi, F .

CHEMICAL REVIEWS, 2003, 103 (09) :3401-3429

[15]

BERGBREITER DE, 2003, CHEM COMMUN, V36, P638

[16]

BHANAGE BM, 1999, J MOL CATAL A-CHEM, V40, P439

[17]

Böhm VPW, 2000, CHEM-EUR J, V6, P1017, DOI 10.1002/(SICI)1521-3765(20000317)6:6<1017::AID-CHEM1017>3.0.CO

[18]

2-8

[19]

Böhm VPW, 2001, CHEM-EUR J, V7, P4191

[20] Heck arylation of allylic alcohols in molten salts [J].

Bouquillon, S ;

Ganchegui, B ;

Estrine, B ;

Hénin, F ;

Muzart, J .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 634 (02) :153-156

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