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A new planar chiral bipyridine-ligand: pyrid-2-yl[2](1,4)benzeno[2](5,8)quinolino-phane

1999; Wiley; Volume: 341; Issue: 5 Linguagem: Inglês

10.1002/(sici)1521-3897(199907)341

1521-3897

Udo Wörsdörfer, Fritz Vögtle, Frank Glorius, Andreas Pfaltz,

Organometallic Complex Synthesis and Catalysis

The synthesis of the new planar chiral heterocyclic nitrogen ligand pyrid-2-yl[2](1,4)benzeno[2](5,8)quinolino-phane (1 with [2.2]paracyclophane-skeleton is described. The enantiomeric resolution is achieved by HPLC. The CD-spectra of 1 and of its chiral quinoline precursor are recorded. The enantiomerically pure title compound 1 is used in copper-catalyzed asymmetric cyclopropanation of styrene and in asymmetric iridium-catalyzed transfer-hydrogenation of acetophenone.