可见光促进的无金属有氧氧化伯胺为酸和内酯。

Visible-Light-Promoted Metal-Free Aerobic Oxidation of Primary Amines to Acids and Lactones.

机构信息

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058, P. R. China.

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou, 325035, P. R. China.

出版信息

Chemistry. 2016 Dec 5;22(49):17566-17570. doi: 10.1002/chem.201604440. Epub 2016 Oct 21.

DOI:10.1002/chem.201604440

PMID:27717079

Abstract

A unique metal-free aerobic oxidation of primary amines via visible light photocatalytic double carbon-carbon bonds cleavage and multi carbon-hydrogen bonds oxidation was observed. Aerobic oxidation of primary amines could be controlled to afford acids by using dioxane with 18 W CFL, and lactones by using DMF with 8 W green LEDs, respectively. A plausible mechanism was proposed based on control experiments. This observation showed direct evidences for the fragmentation in the aerobic oxidation of aliphatic primary amines.

摘要

通过可见光光催化双碳-碳键断裂和多碳-氢键氧化，观察到伯胺的独特的无金属有氧氧化。通过使用 18 W CFL 的二氧六环，可以控制伯胺的有氧氧化以得到酸，而通过使用 8 W 绿色 LED 的 DMF，则可以分别得到内酯。基于对照实验提出了一种可能的机理。这一观察结果为脂肪族伯胺有氧氧化中的断裂提供了直接证据。