Design of Photoactive Covalent Organic Frameworks as Heterogeneous Catalyst for Preparation of Thiophosphinates from Phosphine Oxides and Thiols

Authors:
Publisher website
Google Scholar
Abstract
Two new covalent organic frameworks (COFs) were synthesized from 4,4′,4′′,4′′′‐(pyrene‐1,3,6,8‐tetrayl)tetraaniline and 2,5‐dimethoxyterephthalaldehyde (Py‐DMTA‐COF) or 2′,5′‐dimethoxy‐[1,1′:4′,1′′‐terphenyl]‐4,4′′‐dicarbaldehyde (Py‐DMTPDA‐COF) under solvothermal conditions. These two COFs were further facilely developed as efficient photocatalytic platforms for the synthesis of thiophosphinates. Py‐DMTA‐COF exhibited better photocatalytic activity, broad substrate applicability, and excellent recycling capacity for the preparation of thiophosphinates from P(O)H compounds and thiols compared to Py‐DMTPDA‐COF. This methodology was further extended to the seamless gram‐scale production of target phosphorothioate derivatives. The results demonstrate that COFs can provide a robust platform for developing metal‐free, base‐free, highly efficient, and reusable heterogeneous photocatalysts for organic transformations.
Funding Information
  • National Natural Science Foundation of China (21671205, U1804126, 21771164 and U1804129)
  • Innovation Scientists and Technicians Troop Construction Projects of Henan Province (164100510007 and CXTD2015018)
  • Natural Science Foundation of Henan Province (202300410515 and 212300410318)

This publication has 104 references indexed in Scilit: