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Abstract

A series of readily regenerable thioimidazolium-based ionic liquids possessing the ability to transfer an alkyl group to a nucleophile are immobilized on crosslinked polystyrene beads. Different alkyl groups can be loaded onto the resin, highlighting the tunability of the material. The efficiency of these materials is demonstrated by their screening against a series of nucleophiles, showing a particular preference for thiols. Finally, these materials were evaluated for use under continuous flow conditions. The flexibility, ease of use, safety, and recyclability of these alkylating resins shows promise for their use in large scale and automated applications.