Wang Hua, Qu Jian-Ping, Kang Yan-Biao
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816, China.
Org Lett. 2021 Apr 16;23(8):2900-2903. doi: 10.1021/acs.orglett.1c00537. Epub 2021 Apr 2.
A recyclable organic photoreductant (1 mol % )-catalyzed reductive (pinacol) coupling of aldehydes, ketones, and imines has been developed. Irradiated by purple light (407 nm) using triethylamine as an electron donor, a variety of 1,2-diols and 1,2-diamines could be prepared. The oxidation potential of the excited state of is established as -1.92 V (vs saturated calomel electrode (SCE)). The relative high reductive potential enables the reductive coupling of carbonyl compounds and their derivatives. can be prepared in gram scale and is acid/base- or air-stable. It could be applied in large-scale photoreductive synthesis and recovered in high yield after the reaction.
已开发出一种可回收的有机光还原剂（1 mol%）催化的醛、酮和亚胺的还原（频哪醇）偶联反应。以三乙胺作为电子供体，在紫光（407 nm）照射下，可以制备各种1,2 -二醇和1,2 -二胺。其激发态的氧化电位确定为 -1.92 V（相对于饱和甘汞电极（SCE））。相对较高的还原电位使得羰基化合物及其衍生物能够进行还原偶联。该光还原剂可以以克级规模制备，并且对酸/碱或空气稳定。它可应用于大规模光还原合成，反应后能以高收率回收。
