Periodic mesoporous silica‐supported Ni(II) organometallic complex as an active and reusable nanocatalyst for water‐medium Sonogashira coupling reaction

Abstract

Phenyl‐bridged periodic mesoporous organosilicas (PMOs) functionalized with diphenylphosphino (PPh2‐) ligands were synthesized via a surfactant‐directed self‐assembly approach, and were used as a support to immobilize Ni(II) organometallic complex by coordination interaction. In comparison with Ni‐PPh2‐SBA‐15 and Ni‐PPh2‐PMOs(Et) catalysts, the as‐prepared Ni‐PPh2‐PMOs(Ph) exhibited superior catalytic reactivity and selectivity in water‐medium Sonogashira reaction. A control experiment demonstrated that its high activity could be attributed to the high dispersion of Ni(II) active sites and ordered mesopore channels, which effectively diminished diffusion limitation. Meanwhile, the phenyl organic groups in the support wall enhanced surface hydrophobicity, which promoted the adsorption for organic reactant molecules. Moreover, it displayed almost the same catalytic efficiency with the corresponding homogeneous Ni(PPh3)2Cl2 catalyst and could be used repetitively, which was considered as a more environmentally friendly catalytic process since it simultaneously avoided the use of noble metal active species and toxic organic solvents. Copyright © 2013 John Wiley & Sons, Ltd.