A BODIPY-Based 1D Covalent Organic Framework for Photocatalytic Aerobic Oxidation

Chem Asian J. 2023 Jul 3;18(13):e202300328. doi: 10.1002/asia.202300328. Epub 2023 May 31.

Abstract

Covalent organic frameworks (COFs) as metal-free photocatalysts have attracted extensive interest. However, the organic transformations photocatalyzed by COFs under mild conditions remain a challenge. Herein, a boron-dipyrromethene (BODIPY) based 1D COF, namely JNM-12, was facilely constructed by Schiff-base condensation reaction. JNM-12 exhibited strong visible-light harvesting abilities and suitable photocatalysis energy potentials, enabling the activation of O2 to superoxide anions (O2- ) and singlet oxygen (1 O2 ) under visible light irradiation. Benefiting from these properties, JNM-12 delivered excellent photocatalytic activity in the O2- -mediated oxidative coupling of amines and 1 O2 -engaged aerobic oxidation of enamines. Our work paves a new way for synthesis of COFs as efficient, economical, and green photocatalysts for organic synthesis.

Keywords: 1D covalent organic frameworks; BODIPY; aerobic oxidation; photocatalysis.