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A New Class of Ferrocene‐Based l,2‐Bis(phosphanes) Possessing only Planar Chirality
Author(s) -
Argouarch Gilles,
Samuel Odile,
Riant Olivier,
Daran JeanClaude,
Kagan Henri B.
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200008)2000:16<2893::aid-ejoc2893>3.0.co;2-d
Subject(s) - chemistry , rhodium , chirality (physics) , planar chirality , cationic polymerization , ferrocene , itaconic acid , molecule , sulfoxide , crystal structure , catalysis , stereochemistry , enantioselective synthesis , medicinal chemistry , polymer chemistry , organic chemistry , electrochemistry , chiral symmetry breaking , physics , electrode , quantum mechanics , nambu–jona lasinio model , quark , polymer , copolymer
Chiral 1,2‐bis(phosphanes) 13 , devoid of individual chiral centers, have been prepared in three steps from chiral sulfoxide 10 . Their corresponding rhodium complexes were used as catalysts for asymmetric hydrogenation, giving high ee values (⩽ 95%) in the reduction of itaconic acid or its ester. A cationic rhodium complex involving coordination of two molecules of 13b and one molecule of oxygen has been isolated and its crystal structure established.