Asymmetric nickel-catalyzed hydrocyanation of vinylarenes by applying homochiral xantphos ligands

Citation
W. Goertz et al., Asymmetric nickel-catalyzed hydrocyanation of vinylarenes by applying homochiral xantphos ligands, CHEM-EUR J, 7(8), 2001, pp. 1614-1618
Citations number
21
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
7
Issue
8
Year of publication
2001
Pages
1614 - 1618
Database
ISI
SICI code
0947-6539(20010417)7:8<1614:ANHOVB>2.0.ZU;2-6
Abstract
New homochiral xantphos-type diphosphonite ligands with binaphthosv substit uents have been prepared and characterized by NMR spectroscopy. These ligan ds have been applied in the nickel-catalyzed hydrocyanation of styrene and ether vinylarenes Enantioselectivities up to 63 % ee have been obtained hv using 4-isobutylstyrene as a substrate, Addition of an excess of ligand str ongly inhibits the hydrocyanation reaction since the bis-chelate nickel com plexes formed are highly stable and catalytically inactive.