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. 2013 Nov 1;45(22):3099-3102.
doi: 10.1055/s-0033-1338520.

Substituted 2,2'-bipyridines by nickel-catalysis: 4,4'-di- tert-butyl-2,2'-bipyridine

Joseph A Buonomo  1 , Daniel A Everson  1 , Daniel J Weix  1
Affiliations

Substituted 2,2'-bipyridines by nickel-catalysis: 4,4'-di- tert-butyl-2,2'-bipyridine

Joseph A Buonomo et al. Synthesis (Stuttg). .

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-chlorpyridies by a nickel-catalyzed dimerization with manganese powder as the terminal reductant.

Keywords: 4,4′-di-tert-butyl-2,2′-bipyridine; catalysis; nickel; pyridine; reductive.

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Figures

Figure 1
Figure 1
Literature methods for the synthesis of 4,4′-di-tert-butyl-2,2′-bipyridine (3a).
Scheme 1
Scheme 1
Improved and convenient synthesis of 4,4′-di-tert-butyl-2,2′-bipyridine (3a).
See this image and copyright information in PMC

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