Copper-incorporated porous organic polymer as efficient and recyclable catalyst for azide-alkyne cycloaddition

Abstract

Porous organic polymers (POPs) have attracted great attention in recent years as promising materials for heterogeneous metal catalysis. Herein, we report the facile synthesis of [2,6-bis(1,2,3-triazol-4-yl)pyridine] (BTP) functionalized porous organic polymer (PBPTP) through thiophene-based oxidative coupling. PBPTP can be successfully metalated with Cu salts to form heterogeneous Cu catalysts (CuCl-PBPTP and CuBr-PBPTP). The resulting catalysts possess micro/meso-porosities, and have Cu contents of 4.41 wt% and 3.36 wt%, respectively. Particularly, the catalyst CuBr-PBPTP showed excellent reactivity in azide-alkyne cycloaddition in aqueous media and afforded the products in 92–99% yields. Moreover, the catalyst showed outstanding stability and recyclability, which could be reused several cycles without obvious loss of its catalytic activity. • A [2,6-bis(1,2,3-triazol-4-yl)pyridine] functionalized porous organic polymer was prepared. • The porous polymer can be metalated with Cu salts to form heterogeneous Cu catalysts. • The catalyst showed excellent reactivity in azide-alkyne cycloaddition in aqueous media.