Fiber-polyquaterniums@Cu(I) as recyclable polymer-supported copper complex catalysts for alkyne coupling and cycloaddition reactions

Abstract

Herein, a newly designed and synthesized fiber-supported polyquaterniums@Cu(I) served as efficient and recyclable polymer-supported copper complex catalysts for alkyne coupling and cycloaddition reactions, is reported. The fiber-supported copper complex catalyst was prepared systematically from commercially available polyacrylonitrile fiber, and characterized detailedly by elemental analysis, FTIR spectroscopy, mechanical properties, and SEM during both of the preparation and utilization processes. Moreover, the fiber-supported polyquaterniums@Cu(I) has been verified to possess high catalytic activities for the homocoupling of terminal alkyne in ethyl acetate (10 samples yields 83–99%, 10 cycles from 98% to 95%), A3 coupling of alkyne, aldehyde and amine in toluene (10 samples yields 81–94%, 10 cycles from 94% to 90%), and click chemistry of CuAAC reactions in water (10 samples yields 82–99%, 21 cycles from 97% to 96%). Furthermore, the newly developed fiber catalyst in spinning basket reactor displayed excellent stability and recyclability, and the concise and effective gram-scalable operation has extensive application prospect on chemical productions.