Palladium Nanoparticle‐Immobilized Porous Polyurethane Material for Quick and Efficient Heterogeneous Catalysis of Suzuki‐Miyaura Cross‐Coupling Reaction at Room Temperature. Issue 5 (2nd February 2018)

• Record Type: Journal Article
• Authors: Dey, Sandeep Kumar; Dietrich, Dennis; Wegner, Susann; Gil‐Hernández, Beatriz; Harmalkar, Sarvesh Shyam; de Sousa Amadeu, Nader; Janiak, Christoph
• Is Part Of: ChemistrySelect. Volume 3:Issue 5(2018)
• Page Start: 1365
• Page End: 1370
• Publication Date: 2018-02-02
• Subjects: cross-coupling reaction -- heterogeneous catalysis -- nanoparticle -- palladium -- porous material; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201702083
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Here we report, room temperature heterogeneous catalysis of the Suzuki‐Miyaura cross‐coupling reaction by a Pd 0 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 ofTPU‐Pd showed characteristic binding energy peaks of Pd 0 . Atomic absorption spectroscopy revealed 10.4 wt% of Pd 0 inTPU‐Pd, and transmission electron microscopy images showed well‐dispersed and facetted Pd 0 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. Abstract : Heterogeneous catalysis of Suzuki‐Miyaura cross‐coupling reaction giving excellent yields (up to 99%) under ambient conditions is reported using a Pd nanoparticle‐immobilized mesoporous polyurethane material. Sustainable condition, facile synthesis approach, gram scale synthesis, less reaction time, high yield and low catalyst loading establish TPU‐Pd as an excellent heterogeneous porous catalyst for the Suzuki‐Miyaura cross‐coupling.