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Synlett 2011(12): 1779-1783  
DOI: 10.1055/s-0030-1260810
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Enhancing Activity of Suzuki Reactions in Water by Using Guanidinium Ionic Liquid Stabilized Palladium Micelle Catalyst

Li Linb, Yanchun Lib, Suobo Zhanga, Shenghai Li*a
a Key Laboratory of Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. of China
b College of Chemistry, Jilin University, Changchun 130012, P. R. of China
Fax: +86(431)85685653; e-Mail: lsh@ciac.jl.cn;
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Publication History

Received 29 March 2011
Publication Date:
29 June 2011 (online)

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Abstract

A facile surfactant-based hexaalkylguanidinium ionic liquid (GIL)-mediated Suzuki coupling procedure has been developed using ligand-free Pd catalysts. The procedure involving the use of nanometric palladium micelles, is operationally simple and remarkably efficient for the coupling of aryl bromides or aryl chlorides with boronic acids in water. Furthermore, the GIL/H2O catalytic system was more stable than the tetrabutylammonium bromide/H2O catalytic system under basic conditions, enabling the recycling of the nano-Pd micelle catalysts.

Key words

guanidinium ionic liquids - ligand-free - micelle - palladium nanoparticles - Suzuki coupling

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