PtII−N‐Heterocyclic Carbene Complexes in Solvent‐Free Alkene Hydrosilylation

Author:

Maliszewski Benon P.12ORCID,Bayrakdar Tahani A. C. A.12ORCID,Lambert Perrine1,Hamdouna Lama13ORCID,Trivelli Xavier4ORCID,Cavallo Luigi5ORCID,Poater Albert6ORCID,Beliš Marek1ORCID,Lafon Olivier3ORCID,Van Hecke Kristof1ORCID,Ormerod Dominic2ORCID,Cazin Catherine S. J.1ORCID,Nahra Fady12ORCID,Nolan Steven P.1ORCID

Affiliation:

1. Department of Chemistry and Centre for Sustainable Chemistry Ghent University Krijgslaan 281 (S3) 9000 Ghent Belgium

2. Separation and Conversion Technology VITO (Flemish Institute for Technological Research) Boeretang 200 2400 Mol Belgium

3. CNRS, Centrale Lille Univ. Artois UMR 8181 – UCCS – Unité de Catalyse et Chimie du Solide Université de Lille 59000 Lille France

4. CNRS, INRAE Centrale Lille, Univ. Artois FR 2638 – IMEC – Institut Michel-Eugène Chevreul Université de Lille 59000 Lille France

5. KAUST Catalysis Center Physical Sciences and Engineering Division King Abdullah University of Science and Technology Thuwal 23955-6900 Saudi Arabia

6. Institut de Química Computacional i Catàlisi and Departament de Química Universitat de Girona c/Maria Aurèlia Capmany 69 17003 Girona Catalonia Spain

Abstract

AbstractHerein, we report the catalytic activity of a series of platinum(II) pre‐catalysts, bearing N‐heterocyclic carbene (NHC) ligands, in the alkene hydrosilylation reaction. Their structural and electronic properties are fully investigated using X‐ray diffraction analysis and nuclear magnetic resonance spectroscopy (NMR). Next, our study presents a structure‐activity relationship within this group of pre‐catalysts and gives mechanistic insights into the catalyst activation step. An exceptional catalytic performance of one of the complexes is observed, reaching a turnover number (TON) of 970 000 and a turnover frequency (TOF) of 40 417 h−1 at 1 ppm catalyst loading. Finally, an attractive solvent‐free and open‐to‐air alkene hydrosilylation protocol, featuring efficient platinum removal (reduction of residual Pt from 582 ppm to 5.8 ppm), is disclosed.

Funder

Fonds Wetenschappelijk Onderzoek

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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