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无氢氢化反应:二氧化钛光催化还原马来酰亚胺和醛类

Hydrogenations without hydrogen: titania photocatalyzed reductions of maleimides and aldehydes.

作者信息

Manley David W, Buzzetti Luca, MacKessack-Leitch Andrew, Walton John C

机构信息

EaStCHEM School of Chemistry, University of St. Andrews, St. Andrews, Fife KY16 9ST, UK.

出版信息

Molecules. 2014 Sep 24;19(9):15324-38. doi: 10.3390/molecules190915324.

DOI:10.3390/molecules190915324
PMID:25255248
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6270841/
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.

摘要

描述了一种用于还原缺电子烯烃和羰基化合物的温和方法。在干燥无氧条件下,用二氧化钛(气相二氧化钛P25)在甲醇/乙腈(1:9)溶剂中的分散体对取代马来酰亚胺进行紫外光照射,导致氢化并生成相应的琥珀酰亚胺。在类似的二氧化钛光催化反应中,芳香族和杂芳香族醛被还原为伯醇。提出了一种机制,该机制涉及在二氧化钛表面向底物进行两次质子耦合电子转移。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/840d57c9ef91/molecules-19-15324-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/07dc7a4cb904/molecules-19-15324-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/99a5559a3ae8/molecules-19-15324-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/ed63afa6a570/molecules-19-15324-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/e6837da2130f/molecules-19-15324-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/840d57c9ef91/molecules-19-15324-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/07dc7a4cb904/molecules-19-15324-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/99a5559a3ae8/molecules-19-15324-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/ed63afa6a570/molecules-19-15324-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/e6837da2130f/molecules-19-15324-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/09ec/6270841/840d57c9ef91/molecules-19-15324-g005.jpg

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