Synlett 2013; 24(3): 347-350
DOI: 10.1055/s-0032-1318110
letter
© Georg Thieme Verlag Stuttgart · New York

Mechanistic Insights into Palladium Leaching in Novel Pd/C-Catalyzed Boron-Heck Reaction of Arylboronic Acid

Mahesh G. Dighe
Department of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga (E), Mumbai 400019, India   Fax: +91(22)33611020   Email: ms.degani@ictmumbai.edu.in
,
Sachin L. Lonkar
Department of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga (E), Mumbai 400019, India   Fax: +91(22)33611020   Email: ms.degani@ictmumbai.edu.in
,
Mariam S. Degani*
Department of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga (E), Mumbai 400019, India   Fax: +91(22)33611020   Email: ms.degani@ictmumbai.edu.in
› Author Affiliations
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Publication History

Received: 12 November 2012

Accepted after revision: 30 December 2012

Publication Date:
23 January 2013 (online)


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Abstract

For the first time, Pd/C has been used for the Boron-Heck reaction, and the detailed mechanistic aspects of the reaction have been proven experimentally by a leaching test as well as by cyclic voltammetry studies. The results indicate that palladium leaching as a Pd(II) species, by oxidative addition of the arylboronic acid, is responsible for the reaction.

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