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Modular Synthesis of a New Type of Chiral Bis(carbene) Ligand from L ‐Valinol and Iridium(I) and Rhodium(I) Complexes Thereof
Author(s) -
Nagel Ulrich,
Diez Claus
Publication year - 2009
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/ejic.200800933
Subject(s) - chemistry , rhodium , iridium , transmetalation , carbene , ligand (biochemistry) , medicinal chemistry , enantioselective synthesis , enantiomer , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , polymer chemistry , biochemistry , receptor
New, chiral bis(imidazol‐2‐ylidene) ligands, and their rhodium(I) and iridium(I) complexes, have been prepared by a simple six‐step synthesis starting from commercially available enantiomerically pure L ‐valinol. The stepwise introduction of the imidazoles makes it possible to create chiral bis(NHC) complexes with different substituents at the terminal nitrogen atoms. Formation of Ir I and Rh I complexes by a one‐pot transmetallation reaction gives the endo and exo stereoisomers in different ratios, depending on the metal and the reaction conditions. Diastereomerically pure material was obtained by crystallisation.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)