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A New Diphosphane Derived from Carbohydrates as an Effective Ligand for Asymmetric Hydrogenation
Author(s) -
Pàmies Oscar,
Net Gemma,
Ruiz Aurora,
Claver Carmen
Publication year - 2000
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/1099-0682(200009)2000:9<2011::aid-ejic2011>3.0.co;2-#
Subject(s) - chemistry , ligand (biochemistry) , asymmetric hydrogenation , combinatorial chemistry , organic chemistry , enantioselective synthesis , biochemistry , catalysis , receptor
A novel chiral diphosphane derived from D ‐(+)‐xylose, 3,5‐dideoxy‐1,2‐ O ‐isopropylidene‐3,5‐bis(diphenylphosphanyl)‐α‐ D ‐xylofuranose (Xylophos), and its cationic cyclooctadiene rhodium(I) complex have been synthesised and characterised. Excellent results were obtained with Xylophos in the asymmetric Rh‐catalysed hydrogenation of acrylic acid derivatives ( ee ′s up to 98%). Hydrogenation results are explained in terms of the structure of the precatalyst [Rh(cod)(Xylophos)] + BF 4 − .