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Synthesis 1999; 1999(4): 597-602
DOI: 10.1055/s-1999-3443
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A New Planar Chiral Bipyridine Ligand

Udo Wörsdörfer* , Fritz Vögtle, Martin Nieger, Mirko Waletzke, Stefan Grimme, Frank Glorius, Andreas Pfaltz
  • *Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard-Domagk-Str. 1, 53121 Bonn, Germany; E-mail: voegtle@uni-bonn.de
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Publication Date:
31 December 1999 (online)

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Combined methods of cyclophane and bipyridine synthesis open the way to the new planar-chiral 2,2′-bipyridine 1, whose CD spectrum is strongly dependent on metal salts. The absolute configuration of the chiral precursor 2 could be assigned by comparison of experimental and theoretical CD spectra. The usefulness of planar chirality in heterocyclic transition metal ligands is revealed in experiments towards stereoselective catalysis using 1.

[2,2]paracyclophanes - 2,2′-bipyridine - planar chirality - stereoselective catalysis - circular dichroism