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Platinum‐Catalyzed Alkene Hydrosilylation: Solvent‐Free Process Development from Batch to a Membrane‐Integrated Continuous Process
Author(s) -
Bayrakdar Tahani A. C. A.,
Maliszewski Be P.,
Nahra Fady,
Ormerod Dominic,
Nolan Steven P.
Publication year - 2021
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.202101153
Subject(s) - hydrosilylation , catalysis , platinum , chemistry , membrane , alkene , yield (engineering) , solvent , organic chemistry , materials science , biochemistry , metallurgy
Abstract The integration of a membrane separation protocol with the platinum‐catalyzed hydrosilylation of olefins is investigated. The catalytic reaction is first optimized in batch where [Pt(IPr*)(dms)Cl 2 ] (IPr*=1,3‐bis[2,6‐bis(diphenylmethyl)‐4‐methylphenyl]imidazol‐2‐ylidene, dms=dimethyl sulfide) demonstrates superior activity compared to the less sterically encumbered [Pt(SIPr)(dms)Cl 2 ] (SIPr=1,3‐bis(2,6‐diisopropylphenyl)imidazolidine) congener. Filtration conditions are identified in membrane screening experiments. Hydrosilylation of 1‐octene catalyzed by [Pt(IPr*)(dms)Cl 2 ] is conducted in continuous mode and the platinum catalyst is separated efficiently over the commercially available Borsig oNF‐2 membrane, all under solvent‐free conditions. An advantage of this process is that both reaction and separation are coupled in a single step. Moreover, at the end of the process the intact catalyst was recovered in 80 % yield as an off‐white solid without any further purification.