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Heterogeneous Suzuki and copper-free Sonogashira cross-coupling reactions catalyzed by a reusable palladium(II) complex in water medium
被引:114
作者:
Islam, S. M.
[1
]
Mondal, Paramita
[1
]
Roy, Anupam Singha
[1
]
Mondal, Sanchita
[1
]
Hossain, Dilder
[1
]
机构:
[1] Kalyani Univ, Dept Chem, Nadia 741235, W Bengal, India
关键词:
Suzuki reaction;
Sonogashira reaction;
Water medium;
Polystyrene anchored Pd(II) azo complex;
PCP-PINCER COMPLEXES;
SUPPORTED PALLADIUM(0);
PALLADACYCLE CATALYST;
AEROBIC CONDITIONS;
TRANSITION-METALS;
AQUEOUS-MEDIA;
HECK;
SILICA;
CARBON;
DERIVATIVES;
D O I:
10.1016/j.tetlet.2010.02.079
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A new polystyrene anchored Pd(II) azo complex has been synthesized and characterized. The present Pd(II) azo complex behaves as a very efficient heterogeneous catalyst in the Suzuki coupling and Sonogashira coupling reaction in water medium. Aryl halides, coupled with phenylboronic acids (Suzuki-Miyaura reaction) or terminal alkyne (Sonogashira reaction), smoothly afford the corresponding cross-coupling products in excellent yields (83-100% yield for Suzuki reaction and 68-96% yield for Sonogashira reaction of aryl halides) under phosphine-free reaction conditions in the presence of polystyrene anchored Pd(II) azo complex catalyst in water medium. Furthermore, the catalyst has shown good thermal stability and recyclability. This polymer-supported Pd(II) catalyst could be easily recovered by simple filtration of the reaction mixture and reused for more than six consecutive trials without a significant loss of its catalytic activity. (C) 2010 Elsevier Ltd. All rights reserved.
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页码:2067 / 2070
页数:4
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