Palladium Catalysts Supported in Microporous Phosphine Polymer Networks

Author:

Esteban Noelia1ORCID,Claros Miguel1ORCID,Álvarez Cristina123ORCID,Lozano Ángel E.123ORCID,Bartolomé Camino1,Martínez-Ilarduya Jesús M.1,Miguel Jesús A.1ORCID

Affiliation:

1. IU CINQUIMA, School of Sciences, University of Valladolid, Paseo Belén 5, E-47011 Valladolid, Spain

2. SMAP, UA-UVA_CSIC, Associated Research Unit to CSIC, School of Sciences, University of Valladolid, Paseo Belén 7, E-47011 Valladolid, Spain

3. Institute of Polymer Science and Technology, ICTP-CSIC, Juan de la Cierva 3, E-28006 Madrid, Spain

Abstract

A new set of microporous organic polymers (POPs) containing diphosphine derivatives synthesized by knitting via Friedel–Crafts has been attained. These amorphous three-dimensional materials have been prepared by utilizing diphosphines, 1,3,5-triphenylbenzene, and biphenyl as nucleophile aromatic groups, dimethoxymethane as the electrophilic linker, and FeCl3 as a promoting catalyst. These polymer networks display moderate thermal stability and high microporosity, boasting BET surface areas above 760 m2/g. They are capable of coordinating with palladium acetate, using the phosphine derivative as an anchoring center, and have proven to be highly efficient catalysts in Suzuki–Miyaura coupling reactions involving bromo- and chloroarenes under environmentally friendly (using water and ethanol as solvents) and aerobic conditions. These supported catalysts have achieved excellent turnover numbers (TON) and turnover frequencies (TOF), while maintaining good recyclability without significant loss of activity or Pd leaching after five consecutive reaction cycles.

Funder

Spain’s Agencia Estatal de Investigación

Spanish Junta de Castilla y León

Publisher

MDPI AG

Subject

Polymers and Plastics,General Chemistry

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