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Asymmetric Nickel‐Catalyzed Hydrocyanation of Vinylarenes by Applying Homochiral Xantphos Ligands
Author(s) -
Goertz Wolfgang,
Kamer Paul C. J.,
van Leeuwen Piet W. N. M.,
Vogt Dieter
Publication year - 2001
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20010417)7:8<1614::aid-chem16140>3.0.co;2-e
Subject(s) - hydrocyanation , xantphos , nickel , chemistry , catalysis , ligand (biochemistry) , enantioselective synthesis , chelation , substrate (aquarium) , stereochemistry , polymer chemistry , medicinal chemistry , organic chemistry , palladium , geology , biochemistry , oceanography , receptor
New homochiral xantphos‐type diphosphonite ligands with binaphthoxy substituents have been prepared and characterized by NMR spectroscopy. These ligands have been applied in the nickel‐catalyzed hydrocyanation of styrene and other vinylarenes. Enantioselectivities up to 63 % ee have been obtained by using 4‐isobutylstyrene as a substrate. Addition of an excess of ligand strongly inhibits the hydrocyanation reaction since the bis‐chelate nickel complexes formed are highly stable and catalytically inactive.