N,N- and N,S-ligands for the enantioselective hydrosilylation of acetophenone with iridium catalysts

Enantiomerically pure C 2-symmetric diamines and dithioureas as well as a series of monothioureas have been tested as chiral inducers for hydrosilylation of acetophenone with iridium catalysts. Some new N,S-ligands have been synthesized in good yields, one of them bearing four chiral centers. Enanti...

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Bibliographic Details
Published inJournal of molecular catalysis. A, Chemical Vol. 196; no. 1; pp. 137 - 143
Main Authors Karamé, Iyad, Lorraine Tommasino, M, Lemaire, Marc
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.04.2003
Subjects
Asymmetric catalysis
Chiral diamines
Chiral dithioureas
Iridium(I) catalysts
Ketone hydrosilylation
Iridium(I) catalysts
Chiral dithioureas
Asymmetric catalysis
Ketone hydrosilylation
Chiral diamines
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Summary:Enantiomerically pure C 2-symmetric diamines and dithioureas as well as a series of monothioureas have been tested as chiral inducers for hydrosilylation of acetophenone with iridium catalysts. Some new N,S-ligands have been synthesized in good yields, one of them bearing four chiral centers. Enantioselectivities with dithioureas are better than the ones observed with analog diamine ligands. Up to 74% e.e. was reached for acetophenone hydrosilylation with a 10-fold excess of ligand versus iridium precursor.
ISSN:1381-1169
1873-314X
DOI:10.1016/S1381-1169(02)00643-X