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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 20
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Original Articles

Tandem Pd/C‐Catalyzed Reductive Coupling and Dehalogenation of Benzylic Halides

Ashutosh V. Joshi Casali Institute of Applied Chemistry, Hebrew University of Jerusalem, Israel
,
Mubeen Baidossi Casali Institute of Applied Chemistry, Hebrew University of Jerusalem, Israel
,
Nimer Taha Casali Institute of Applied Chemistry, Hebrew University of Jerusalem, Israel
,
Sudip Mukhopadhyay Department of Chemical Engineering, University of California, Berkeley, California, USA
&
Yoel Sasson Casali Institute of Applied Chemistry, Hebrew University of Jerusalem, IsraelCorrespondence[email protected]
Pages 2715-2722 | Received 28 Apr 2005, Published online: 22 Aug 2006
 
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Abstract

High‐yield reductive homocoupling of benzotrichloride and benzal chloride followed by consecutive reductive dechlorination to 1,2‐dichlorostilbene and stilbene is effected in the presence of sodium formate as the reducing agent and Pd/C catalysts.

Acknowledgments

We thank Marcela Haimberg and Michael Mogilnitsky from the MS laboratory at Makhteshim Chemical Works, Beer Sheva, for GCMS analysis and interpretation of several products in this study, and Frank Ling of University of California at Berkeley for editing this manuscript. The financial support from the Ministry of Science, Culture and Sport of Israel is highly appreciated.

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