Easily recyclable polymeric V(V) salen complex for the enantioselective O-acetyl cyanation of aldehydes

A new recyclable polymeric V(V) salen complex 1 derived from poly[( R, R)- N, N′-bis-{3-(1,1-dimethylethyl)-5-methylene salicylidene} cyclohexane 1,2-diamine] with vanadyl sulphate was synthesized and characterized by microanalysis, 1H NMR, optical rotation, IR, and UV–vis spectroscopy. The complex...

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Bibliographic Details
Published in:Journal of molecular catalysis. A, Chemical Chemical, 2007-03, Vol.264 (1), p.140-145
Main Authors: Khan, Noor-ul H., Agrawal, Santosh, Kureshy, Rukhsana I., Abdi, Sayed H.R., Mayani, Vishal J., Jasra, Raksh V.
Format: Article
Language:English
Subjects:
Aldehyde
Applied sciences
Asymmetric cyanohydrin
Catalysis
Catalysts: preparations and properties
Chemistry
Exact sciences and technology
General and physical chemistry
Inorganic and organomineral polymers
KCN
Physicochemistry of polymers
Preparation
Recyclable polymeric salen
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Vanadium(V)
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Summary:A new recyclable polymeric V(V) salen complex 1 derived from poly[( R, R)- N, N′-bis-{3-(1,1-dimethylethyl)-5-methylene salicylidene} cyclohexane 1,2-diamine] with vanadyl sulphate was synthesized and characterized by microanalysis, 1H NMR, optical rotation, IR, and UV–vis spectroscopy. The complex 1 was used as catalyst for asymmetric O-acetyl cyanation of various aldehydes with KCN as an inexpensive and non-volatile cyanide source and acetic anhydride at −20 °C. High chiral induction (ee, 96%) for O-acetylcyanohydrin was obtained in the case of 2-methylbenzaldehyde with added advantage of catalyst recyclability.
ISSN:1381-1169
1873-314X
DOI:10.1016/j.molcata.2006.09.009