ATTEMPTED USE OF CHIRAL COPPER(II) AND NICKEL(II) CATALYSTS FOR ENANTIOSPECIFIC CARBENE INSERTION

Metal complexes having a chiral carbon center can precisely discriminate between enantiotropic atoms, groups, or faces in achiral molecules and catalyze production of a broad array of natural and synthetic substances of excellent enantiomeric purity. This work describes attempts to use as catalysts...

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Bibliographic Details
Published in:Florida scientist 1995-01, Vol.58 (1), p.32-37
Main Authors: Narayanan, Venkatraj, Mandell, Leon, Martin, Dean F.
Format: Article
Language:English
Subjects:
Alkenes
Carbenes
Catalysts
Chirality
Copper
Isomers
Ligands
Sweeteners
Teratogens
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Summary:Metal complexes having a chiral carbon center can precisely discriminate between enantiotropic atoms, groups, or faces in achiral molecules and catalyze production of a broad array of natural and synthetic substances of excellent enantiomeric purity. This work describes attempts to use as catalysts metal complexes of the type M[RCOCHC(NR″)R′]2, which have overall chirality and which can be resolved. Nickel(II) and copper(II) compounds were studied. The former, when resolved, have smaller racemization rates, but they did not catalyze the reaction of interest at reasonable yields. The copper(II) compounds catalyzed the desired reaction, but the enantiomeric purity was poor, presumably because of the rate of racemization of the chiral catalyst.
ISSN:0098-4590