Alkylammoniotrifluoroborate functionalized polystyrenes: polymeric pre-catalysts for the metal-free borylation of heteroarenes

Nicolas Bouchard; Frédéric-Georges Fontaine

doi:10.1039/c9dt00484j

Alkylammoniotrifluoroborate functionalized polystyrenes: polymeric pre-catalysts for the metal-free borylation of heteroarenes

Dalton Trans. 2019 Apr 9;48(15):4846-4856. doi: 10.1039/c9dt00484j.

Authors

Nicolas Bouchard¹, Frédéric-Georges Fontaine

Affiliation

¹ Département de Chimie, Centre de de Catalyse et Chimie Verte (C3V), Université Laval, 1045 Avenue de la Médecine, Québec, CanadaG1V 0A6. frederic.fontaine.@chm.ulaval.ca.

PMID: 30869102
DOI: 10.1039/c9dt00484j

Abstract

Three polymeric versions of ansa-N,N-dialkylammoniumtrifluoroborate ambiphilic molecules based on the styrene motif (poly(1-NMe2H+-2-BF3--4-styrene) (P-Me), poly(1-NEt2H+-2-BF3--4-styrene) (P-Et) and poly(1-piperidinyl-H+-2-BF3--4-styrene) (P-Pip)) were synthesized, characterized and tested as heterogeneous pre-catalysts for the borylation of electron-rich heteroarenes. These heterogeneous versions of previously reported pre-catalysts show similar reactivity patterns and represent the first examples of solid-supported FLP metal-free catalysts for the C-H borylation of heteroarenes.