Hydrogenations without Hydrogen: Titania Photocatalyzed Reductions of Maleimides and Aldehydes
作者:David Manley、Luca Buzzetti、Andrew MacKessack-Leitch、John Walton
DOI:10.3390/molecules190915324
日期:——
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.
描述了一种温和的方法,用于减少缺电子烯烃和羰基化合物。在无氧干燥条件下,用甲醇/乙腈(1:9)溶剂中的二氧化钛(Aeroxide P25)分散体系对取代马来酰亚胺进行UVA照射,导致氢化和相应琥珀酰亚胺的生成。类似的二氧化钛光催化反应中,芳香和杂芳香醛被还原为伯醇。提出了一种机制,涉及在二氧化钛表面上的两次质子耦合电子向底物的转移。