Issue 12, 2001

Chromium(vi) oxide–tert-butyl hydroperoxide interactions: evidence for a tert-butylperoxychromium complex and its role in the catalytic oxidation of alcohols

Abstract

Based upon UV–visible and NMR spectroscopic studies in benzotrifluoride (BTF, α,α,α-trifluorotoluene) it has been shown that the purple colored species obtained from the reaction of t-BuOOH with CrO3 is a tert-butylperoxychromium complex, preferably formulated as (t-BuOO)(HO)CrO2. This complex, which is more stable in aromatic solvents than in haloalkanes, decomposes with time into tert-butylchromate. This transformation is greatly accelerated by the addition of benzyl alcohol. A catalytic cycle for the oxidation of alcohols is proposed.

Graphical abstract: Chromium(vi) oxide–tert-butyl hydroperoxide interactions: evidence for a tert-butylperoxychromium complex and its role in the catalytic oxidation of alcohols

Article information

Article type
Paper
Submitted
20 Jun 2001
Accepted
28 Sep 2001
First published
05 Nov 2001

J. Chem. Soc., Perkin Trans. 2, 2001, 2318-2323

Chromium(VI) oxide–tert-butyl hydroperoxide interactions: evidence for a tert-butylperoxychromium complex and its role in the catalytic oxidation of alcohols

S. Boitsov, J. Songstad and J. Muzart, J. Chem. Soc., Perkin Trans. 2, 2001, 2318 DOI: 10.1039/B105424B

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