Bis-N,N-aminophosphine (PNP) crosslinked poly(p-tert-butyl styrene) particles: A new support for heterogeneous palladium catalysts for Suzuki coupling reactions

Crosslinked polymer particles carrying hemilabile bis-N,N-aminophosphine (PNP) moieties are obtained by the copolymerization of a PNP-derived monomer bearing four vinyl fragments as cross-linkers, with para-tert-butylstyrene and divinylbenzene, using free radical copolymerization in presence of AIBN...

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Bibliographic Details
Published in:Catalysis communications 2019-09, Vol.129, p.105715, Article 105715
Main Authors: Vece, Vito, Szeto, Kai C., Charlin, Marc O., Rouge, Pascal, De Mallmann, Aimery, Taam, Manel, Dugas, Pierre-Yves, Lansalot, Muriel, D'Agosto, Franck, Taoufik, Mostafa
Format: Article
Language:English
Subjects:
Aqueous dispersed media
C-C coupling
Catalyst recycling
Chemical Sciences
Free radical polymerization
Polymers
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Summary:Crosslinked polymer particles carrying hemilabile bis-N,N-aminophosphine (PNP) moieties are obtained by the copolymerization of a PNP-derived monomer bearing four vinyl fragments as cross-linkers, with para-tert-butylstyrene and divinylbenzene, using free radical copolymerization in presence of AIBN, performed in aqueous dispersed medium. This new support was characterized by thermogravimetric analysis, elemental analysis, laser diffraction, solid state NMR. The PNP moiety could allow monochelation to palladium. The resulting insoluble Pd-catalyst revealed to be very active for Suzuki cross-coupling with several substrates, allowing separation of the product from the catalyst by filtration. The final palladium PS-PNP catalyst could be reused for several catalytic cycles. [Display omitted] •Novel ligand comprising PNP moiety and 4-fold styrene fragment is presented.•Crosslinked polymer particles carrying PNP are obtained by radical polymerization.•The crosslinked polymer particles can be used as support to immobilize Pd-complexes.•The materials were used as recyclable heterogeneous catalysts for CC coupling.
ISSN:1566-7367
1873-3905
DOI:10.1016/j.catcom.2019.105715