文献类型：期刊文献

英文题名：Visible-Light Photocatalytic Synthesis of Amines from Imines via Transfer Hydrogenation Using Quantum Dots as Catalysts

作者：Xi, Zi-Wei[1,2];Yang, Lei[1];Wang, Dan-Yan[3];Pu, Chao-Dan[1];Shen, Yong-Miao[1,2,3];Wu, Chuan-De[1];Peng, Xiao-Gang[1]

机构：[1]Zhejiang Univ, Dept Chem, Ctr Chem Novel & High Performance Mat, Hangzhou 310027, Zhejiang, Peoples R China;[2]Shaoxing Univ, Sch Chem & Chem Engn, Shaoxing 312000, Peoples R China;[3]Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China

年份：2018

卷号：83

期号：19

起止页码：11886

外文期刊名：JOURNAL OF ORGANIC CHEMISTRY

收录：SCI-EXPANDED(收录号：WOS:000447118100038)、、EI(收录号：20183905855124)、Scopus(收录号：2-s2.0-85053618163)、WOS、CCR-EXPANDED(收录号：WOS:000447118100038)

基金：This work was supported by the National Natural Science Foundation of China (NSFC 21202101), Zhejiang Provincial Natural Science Foundation (LY16B020006), and China Postdoctoral Science Foundation (2015M581919 and 2016M601930).

语种：英文

外文关键词：Amines - Atoms - Cadmium compounds - Catalysts - Free radical reactions - Hydrogen - Hydrogenation - II-VI semiconductors - Light - Nanocrystals - Photocatalytic activity

外文摘要：CdSe/CdS core/shell quantum dots (QDs) can be used as stable and highly active photoredox catalysts for efficient transfer hydrogenation of imines to amines with thiophenol as a hydrogen atom donor. This reaction proceeds via a proton-coupled electron transfer (PCET) from the QDs conduction band to the protonated imine followed by hydrogen atom transfer from the thiophenol to the alpha-aminoalkyl radical. This precious metal free transformation is easy to scale up and can be carried out by a one-pot protocol directly from aldehyde, amine, and thiophenol. Additional advantageous features of this protocol include a wide substrate scope, high yield of the amine products, extremely low catalyst loading (0.001 mol %), high turnover number (10(5)), and the mild reaction conditions of using visible light or sun light at room temperature in neutral media.