Issue 40, 2024

Supramolecularly modulated carbon-centered radicals: toward selective oxidation from benzyl alcohol to aldehyde

Abstract

The reactivity of ketyl radicals and benzoyl radicals, two key intermediates of photo-induced oxidation of benzyl alcohol, can be stabilized by the host–guest interaction of the radicals with cucurbit[7]uril. As a result, the selectivity of photo-induced oxidation from benzyl alcohol to aldehyde is significantly improved by diminishing side reactions and inhibiting the generation of carboxylic acid products. This work presents a new route to modulate the reactivity of radical intermediates, enriching the chemistry of supramolecular intermediates and the toolbox of supramolecular catalysis.

Graphical abstract: Supramolecularly modulated carbon-centered radicals: toward selective oxidation from benzyl alcohol to aldehyde

Supplementary files

Article information

Article type
Communication
Submitted
18 Cig 2024
Accepted
18 Agd 2024
First published
19 Agd 2024

Chem. Commun., 2024,60, 5286-5289

Supramolecularly modulated carbon-centered radicals: toward selective oxidation from benzyl alcohol to aldehyde

X. Tang, S. Mei, J. Xu and X. Zhang, Chem. Commun., 2024, 60, 5286 DOI: 10.1039/D4CC01240B

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