Issue 14, 2013
From the journal:

Organic & Biomolecular Chemistry

N-Heterocyclic carbene–palladium(ii)–1-methylimidazole complex catalyzed Suzuki–Miyaura coupling of benzylic chlorides with arylboronic acids or potassium phenyltrifluoroborate in neat water†

Yun Zhang,a   Meng-Ting Fenga  and  Jian-Mei Lu*a  

* Corresponding authors

a College of Chemistry and Materials Engineering, Wenzhou University, Chashan University Town, Wenzhou, Zhejiang Province 325035, People's Republic of China
E-mail: ljm@wzu.edu.cn
Fax: +86 57786689300
Tel: +86 57786689300

Abstract

An easily available N-heterocyclic carbene–palladium(II)–1-methylimidazole complex 1 showed efficient catalytic activity in the Suzuki–Miyaura coupling of benzylic chlorides with arylboronic acids or potassium phenyltrifluoroborate in neat water under mild conditions, providing an alternative method for the synthesis of diarylmethane derivatives, which widely exist in molecules with pharmaceutical activities and are also frequently found as subunits in supramolecules. Under the optimal conditions, all reactions performed well to give the desired products in moderate to almost quantitative yields in an environmentally benign medium within 12 h, extending their applications toward potentially industrial processes.

Graphical abstract: N-Heterocyclic carbene–palladium(ii)–1-methylimidazole complex catalyzed Suzuki–Miyaura coupling of benzylic chlorides with arylboronic acids or potassium phenyltrifluoroborate in neat water

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Article information

DOI
https://doi.org/10.1039/C3OB27353A
Article type
Paper
Submitted
04 Dec 2012
Accepted
18 Jan 2013
First published
04 Feb 2013

Org. Biomol. Chem., 2013,11, 2266-2272

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N-Heterocyclic carbene–palladium(II)–1-methylimidazole complex catalyzed Suzuki–Miyaura coupling of benzylic chlorides with arylboronic acids or potassium phenyltrifluoroborate in neat water

Y. Zhang, M. Feng and J. Lu, Org. Biomol. Chem., 2013, 11, 2266 DOI: 10.1039/C3OB27353A

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