Sequential Phosphine-Catalyzed, Nucleophilic Thiol−Ene/Radical-Mediated Thiol−Yne Reactions and the Facile Orthogonal Synthesis of Polyfunctional Materials
Journal of the American Chemical Society2009Vol. 131(16), pp. 5751–5753
Citations Over TimeTop 1% of 2009 papers
Abstract
The first example of highly efficient sequential thiol-ene/thiol-yne reactions conducted in an orthogonal manner is presented and its broad application in the synthesis of polyfunctional materials demonstrated. The anionic chain mechanism of the phosphine-mediated thiol-ene reaction is highlighted, as is the radical-mediated thiol-yne reaction. Kinetic data for a model reaction are presented, followed by a discussion of the synthesis of a range of materials with diverse functionality, including an example of potential biomedical significance.
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