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An efficient Pd-NHC catalyst system in situ generated from Na2PdCl4 and PEG-functionalized imidazolium salts for Mizoroki-Heck reactions in water.


ABSTRACT: Three PEG-functionalized imidazolium salts L1-L3 were designed and prepared from commercially available materials via a simple method. Their corresponding water soluble Pd-NHC catalysts, in situ generated from the imidazolium salts L1-L3 and Na2PdCl4 in water, showed impressive catalytic activity for aqueous Mizoroki-Heck reactions. The kinetic study revealed that the Pd catalyst derived from the imidazolium salt L1, bearing a pyridine-2-methyl substituent at the N3 atom of the imidazole ring, showed the best catalytic activity. Under the optimal conditions, a wide range of substituted alkenes were achieved in good to excellent yields from various aryl bromides and alkenes with the catalyst TON of up to 10,000.

SUBMITTER: Sun N 

PROVIDER: S-EPMC5588629 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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An efficient Pd-NHC catalyst system in situ generated from Na<sub>2</sub>PdCl<sub>4</sub> and PEG-functionalized imidazolium salts for Mizoroki-Heck reactions in water.

Sun Nan N   Chen Meng M   Jin Liqun L   Zhao Wei W   Hu Baoxiang B   Shen Zhenlu Z   Hu Xinquan X  

Beilstein journal of organic chemistry 20170821


Three PEG-functionalized imidazolium salts <b>L1</b>-<b>L3</b> were designed and prepared from commercially available materials via a simple method. Their corresponding water soluble Pd-NHC catalysts, in situ generated from the imidazolium salts <b>L1</b>-<b>L3</b> and Na<sub>2</sub>PdCl<sub>4</sub> in water, showed impressive catalytic activity for aqueous Mizoroki-Heck reactions. The kinetic study revealed that the Pd catalyst derived from the imidazolium salt <b>L1</b>, bearing a pyridine-2-m  ...[more]

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