AI Article Synopsis
- The study introduces a new class of multitask-specific phosphonium ionic liquids featuring a maleimide group, which allows for versatile chemical reactions.
- The maleimide can engage in Michael-type additions with thiols and amines, enabling the creation of diverse structural variations within the ionic liquids.
- A demonstration of this process is shown by incorporating a redox-active ferrocenyl thiol and analyzing it through cyclic voltammetry, with the potential to easily release the maleimide by heating.
Article 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.
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| http://dx.doi.org/10.1002/chem.200902610 | DOI Listing |
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