Aerobic oxidation of pinacol by vanadium(V) dipicolinate complexes: Evidence for reduction to vanadium(III)

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Abstract

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 V III 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 ringopening products in this reaction provides further support for the involvement of V III intermediates. Copyright © 2009 American Chemical Society.

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Hanson, S. K., Tom Baker, R., Gordon, J. C., Scott, B. L., Sutton, A. D., & Thorn, D. L. (2009). Aerobic oxidation of pinacol by vanadium(V) dipicolinate complexes: Evidence for reduction to vanadium(III). Journal of the American Chemical Society, 131(2), 428–429. https://doi.org/10.1021/ja807522n

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