Abstract

AbstractThe allenic bipyridines 3, which represent a new class of axially chiral ligands for transition metal catalysis, were synthesized and their complexation properties were studied. The synthesis was achieved by copper‐mediated or palladium‐catalyzed SN2′‐substitution of the tertiary propargyl acetates 2. The allenic bipyridines form 1:1 complexes with Cu+ and Ag+ ions that were characterized by electrospray mass spectrometry and temperature‐dependent NMR spectroscopy. In the case of the C2‐symmetrical allene 3b, a crystalline silver complex was isolated that exists as a 2:2‐(L2M2) complex in the solid state.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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