title: Maleimide-modified phosphonium ionic liquids: a template towards (multi)task-specific ionic liquids.
abstract: The synthesis and characterization of several compounds representing a new class of multitask-specific phosphonium ionic liquids that contain a maleimide functionality is reported. The maleimide moiety of the ionic liquid (IL) is shown to undergo Michael-type additions with substrates containing either a thiol or amine moiety, thus, serving as a template to introduce wide structural diversity into the IL. Multitask-specific ILs are accessible by reaction of the maleimide with Michael donors that are capable of serving some function. As a model example to illustrate this concept, a redox active ferrocenyl thiol was incorporated and examined by cyclic voltammetry. Because the maleimide moiety is highly reactive to additions, the task-specific ionic liquids (TSILs) are prepared as the furan-protected Diels-Alder maleimide. The maleimide moiety can then be liberated when required by simple heating.
authors.affiliation: Department of Chemistry, The University of Western Ontario, 1151 Richmond St. London, ON, N6A 5B7 Canada.
authors.forename: Jocelyn J
authors.initials: JJ
authors.lastname: Tindale
authors.forename: Kurtis D
authors.initials: KD
authors.lastname: Hartlen
authors.forename: Abdolhamid
authors.initials: A
authors.lastname: Alizadeh
authors.forename: Mark S
authors.initials: MS
authors.lastname: Workentin
authors.forename: Paul J
authors.initials: PJ
authors.lastname: Ragogna