Synthesis 2013; 45(22): 3099-3102
DOI: 10.1055/s-0033-1338520
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Substituted 2,2′-Bipyridines by Nickel Catalysis: 4,4′-Di-tert-butyl-2,2′-bipyridine

Joseph A. Buonomo
Department of Chemistry, University of Rochester, Rochester, NY 14627-0216, USA, Fax: +1(585)2760205   Email: [email protected]
,
Daniel A. Everson
Department of Chemistry, University of Rochester, Rochester, NY 14627-0216, USA, Fax: +1(585)2760205   Email: [email protected]
,
Daniel J. Weix*
Department of Chemistry, University of Rochester, Rochester, NY 14627-0216, USA, Fax: +1(585)2760205   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 14 June 2013

Accepted after revision: 17 July 2013

Publication Date:
15 August 2013 (online)


Abstract

A simple, ligand-free synthesis of the important bipyridyl ligand 4,4′-di-tert-butyl-2,2′-bipyridine is presented. 5,5′-Bis(trifluoromethyl)-2,2′-bipyridine is also synthesized by the same protocol. The syntheses efficiently couple the parent 2-chloropyridines by a nickel-catalyzed dimerization with manganese powder as the terminal reductant.

Supporting Information

Primary Data

 
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