New Efficient Method for the Synthesis of Chiral 2,2′-Bipyridyl Ligands

Abstract

An efficient preparation of chiral 2,2′-bipyridines was developed. Compound 1 was synthesized in 54% yield for three steps starting from 2,6-dibromopyridine. In this synthesis, only catalytic amounts of metals were used in the asymmetric reduction and homo-coupling reaction steps. The total yield and simplicity of experimental procedures were much improved compared with those of the previous report. Other chiral 2,2′-bipyridines were similarly synthesized with high efficiency.

chiral ligand - chiral 2,2′-bipyridine - catalyst - asymmetric reduction - homo-coupling

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The structural data of the camphanate derived from 10 and 11 have been deposited at the Cambridge Crystallographic Data Centre under the reference numbers CCDC 262163, 262164, respectively. Copies of the data can be obtained free of charge on application to CCDC, 12 union Road, Cambridge CB2 1EZ, UK [Fax: [phone]; E-mail: [e-mail]].