Aerobic Oxidation of Pinacol by Vanadium(V) Dipicolinate Complexes: Evidence for Reduction to Vanadium(III)

The reactivity of vanadium complexes bearing the ligand dipicolinic acid (H2dipic) with alcohols has been explored. Dipic vanadium complexes are able to catalyze the aerobic oxidative C−C bond cleavage of pinacol. Reaction under anaerobic conditions allowed for isolation of a VIII μ-oxo dimer, suppo...

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Veröffentlicht in:	Journal of the American Chemical Society 2009-01, Vol.131 (2), p.428-429
Hauptverfasser:	Hanson, Susan K, Baker, R. Tom, Gordon, John C, Scott, Brian L, Sutton, Andrew D, Thorn, David L
Format:	Artikel
Sprache:	eng
Schlagworte:	Aerobiosis Butylene Glycols - chemistry Crystallography, X-Ray Ligands Magnetic Resonance Spectroscopy Oxidation-Reduction Picolinic Acids - chemistry Spectrophotometry, Infrared Spectrophotometry, Ultraviolet Vanadium Compounds - chemical synthesis Vanadium Compounds - chemistry
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Zusammenfassung:	The reactivity of vanadium complexes bearing the ligand dipicolinic acid (H2dipic) with alcohols has been explored. Dipic vanadium complexes are able to catalyze the aerobic oxidative C−C bond cleavage of pinacol. Reaction under anaerobic conditions allowed for isolation of a VIII μ-oxo dimer, supporting the involvement of VIII in aerobic oxidation reactions. Stoichiometric oxidation of unactivated aliphatic alcohols has also been observed, with oxidation of cyclobutanol producing cyclobutanone in 93% yield. The absence of ring-opening products in this reaction provides further support for the involvement of VIII intermediates.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja807522n