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Molecules 2014, 19(9), 15324-15338; doi:10.3390/molecules190915324

Hydrogenations without Hydrogen: Titania Photocatalyzed Reductions of Maleimides and Aldehydes

EaStCHEM School of Chemistry, University of St. Andrews, St. Andrews, Fife KY16 9ST, UK
These authors contributed equally to this work.
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Received: 20 August 2014 / Revised: 16 September 2014 / Accepted: 17 September 2014 / Published: 24 September 2014
(This article belongs to the Special Issue Free Radicals and Radical Ions)
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Abstract

A mild procedure for the reduction of electron-deficient alkenes and carbonyl compounds is described. UVA irradiations of substituted maleimides with dispersions of titania (Aeroxide P25) in methanol/acetonitrile (1:9) solvent under dry anoxic conditions led to hydrogenation and production of the corresponding succinimides. Aromatic and heteroaromatic aldehydes were reduced to primary alcohols in similar titania photocatalyzed reactions. A mechanism is proposed which involves two proton-coupled electron transfers to the substrates at the titania surface. View Full-Text
Keywords: photocatalysis; reduction; titania; maleimides; aldehydes photocatalysis; reduction; titania; maleimides; aldehydes
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Manley, D.W.; Buzzetti, L.; MacKessack-Leitch, A.; Walton, J.C. Hydrogenations without Hydrogen: Titania Photocatalyzed Reductions of Maleimides and Aldehydes. Molecules 2014, 19, 15324-15338.

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