Alkyne Hydroarylation in Ionic Liquids Catalyzed by Palladium(II) Complexes

被引:25
作者
Biffis, Andrea [1 ]
Gazzola, Luca [1 ]
Tubaro, Cristina [1 ]
Basato, Marino [1 ]
机构
[1] Univ Padua, Dipartimento Sci Chim, I-35131 Padua, Italy
关键词
carbenes; C-H activation; hydroarylkion; ionic liquids; palladium;
D O I
10.1002/cssc.201000039
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The efficiency of dicarbene palladium(II) complexes and of simple palladium(II) acetate as catalysts for alkyne hydroarylation under liquid-liquid biphasic conditions involving an ionic liquid as the catalyst-containing phase is investigated. The results obtained under these conditions, both in terms of activity and selectivity, are compared with those previously obtained under homogeneous conditions. The catalytic efficiency of the systems is found to be markedly dependent on the nature of the anion of the ionic liquid. Suitable anions are found to significantly improve the catalytic performance in comparison to homogeneous conditions. Preliminary investigations on the recyclability of the system as well as the on advantages of using an acidic ionic liquid are also carried out.
引用
收藏
页码:834 / 839
页数:6
相关论文
共 22 条
[1]  
[Anonymous], 2005, IONIC LIQUIDS IIIB F, DOI DOI 10.1021/BK-2005-0902
[2]   Highly efficient alkyne hydroarylation with Chelating dicarbene Palladium(II) and Platinum(II) complexes [J].
Biffis, Andrea ;
Tubaro, Cristina ;
Buscemi, Gabriella ;
Basato, Marino .
ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (01) :189-196
[3]   Cationic carboxylato complexes of dirhodium(II) with oxo thioethers: Catalysts for silane alcoholysis under homogeneous and liquid-liquid biphasic conditions [J].
Biffis, Andrea ;
Basato, Marino ;
Brichese, Marianna ;
Ronconi, Luca ;
Tubaro, Cristina ;
Zanella, Alessandra ;
Graiff, Claudia ;
Tiripicchio, Antonio .
ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (16) :2485-2492
[4]   Novel bronsted acidic ionic liquids and their use as dual solvent-catalysts [J].
Cole, AC ;
Jensen, JL ;
Ntai, I ;
Tran, KLT ;
Weaver, KJ ;
Forbes, DC ;
Davis, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5962-5963
[5]  
DYSON PJ, 2006, METAL CATALYSED REAC
[6]  
Endres F., 2008, ELECTRODEPOSITION IO, DOI [10.1002/9783527622917, DOI 10.1002/9783527622917]
[7]   Transition-Metal-Catalyzed Hydroarylation Reactions of Alkynes Through Direct Functionalization of C-H Bonds: A Convenient Tool for Organic Synthesis [J].
Kitamura, Tsugio .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (08) :1111-1125
[8]  
Koel M., 2008, IONIC LIQUIDS CHEM A
[9]   Structural and catalytic properties of chelating bis- and tris-N-heterocyclic carbenes [J].
Mata, Jose A. ;
Poyatos, Macarena ;
Peris, Eduardo .
COORDINATION CHEMISTRY REVIEWS, 2007, 251 (5-6) :841-859
[10]   Donor-functionalised N-heterocyclic carbene complexes of group 9 and 10 metals in catalysis: Trends and directions [J].
Normand, Adrien T. ;
Cavell, Kingsley J. .
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2008, (18) :2781-2800