Palladium Nanoparticle‐Immobilized Porous Polyurethane Material for Quick and Efficient Heterogeneous Catalysis of Suzuki‐Miyaura Cross‐Coupling Reaction at Room Temperature

Abstract

AbstractHere we report, room temperature heterogeneous catalysis of the Suzuki‐Miyaura cross‐coupling reaction by a Pd0 nanoparticle‐immobilized porous organic polymer (TPU‐Pd), providing excellent yields (up to 99%) using low catalyst loading. High nitrogen‐ and oxygen‐donor content of triazine‐based porous polyurethane (TPU) makes it an efficient porous polymer for Pd‐immobilization and subsequent heterogeneous catalysis of C–C cross‐coupling reactions. X‐ray photoelectron spectroscopy of TPU‐Pd showed characteristic binding energy peaks of Pd0. Atomic absorption spectroscopy revealed 10.4 wt% of Pd0 in TPU‐Pd, and transmission electron microscopy images showed well‐dispersed and facetted Pd0 nanoparticles of size 5–20 nm. Catalysis of Suzuki‐Miyaura reaction was observed to be completed in 3 h at 25 °C for a wide range of aryl halide substrates with phenylboronic acid, whereas increasing the reaction temperature to 80 °C largely allows decreasing the reaction time to 0.5‐1 h. The porosity and surface area of the catalyst was not affected after catalysis, and the catalyst has been reused for five consecutive runs.