Hydrogenations without hydrogen : titania photocatalyzed reductions of maleimides and aldehydes
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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.
Manley , D W , Buzzetti , L , MacKessack-Leitch , A & Walton , J C 2014 , ' Hydrogenations without hydrogen : titania photocatalyzed reductions of maleimides and aldehydes ' Molecules , vol 19 , no. 9 , pp. 15324-15338 . DOI: 10.3390/molecules190915324
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DescriptionThe authors thank the EPSRC for funding (Grant EP/I003479/1) and the EPSRC National Mass Spectrometry Service, Swansea.
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