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Molecules 2014, 19(9), 15324-15338;

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.
Author to whom correspondence should be addressed.
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)
Full-Text   |   PDF [825 KB, uploaded 24 September 2014]   |  


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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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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