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

Authors
Worsdorfer, U Vogtle, F Glorius, F Pfaltz, A
Citation
U. Worsdorfer et al., A new planar chiral bipyridine-ligand: Pyrid-2-yl [2](1,4)benzeno[2](5,8)quinolino-phane, J PRAK CH C, 341(5), 1999, pp. 445-448
Citations number
18
Categorie Soggetti
Chemistry
Journal title
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG
ISSN journal
09411216 → ACNP
Volume
341
Issue
5
Year of publication
1999
Pages
445 - 448
Database
ISI
SICI code
0941-1216(1999)341:5<445:ANPCBP>2.0.ZU;2-#
Abstract
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-sk eleton is described. The enantiomeric resolution is achieved by HPLC. The C D-spectra of 1 and of its chiral quinoline precursor are recorded. The enan tiomerically pure title compound 1 is used in copper-catalyzed asymmetric c yclopropanation of styrene and in asymmetric iridium-catalyzed transfer-hyd rogenation of acetophenone.