Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
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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. © 2009 American Chemical Society.
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Sequential thiol-ene/thiol-ene and thol-ene/thiol-yne reactions as a route to well-defined mono and bis end-functionalized poly(N-isopropylacrylarnide)Yu, B.; Chan, J.; Hoyle, C.; Lowe, Andrew (2009)Sequential thiol-ene/thiol-ene and thiol-ene/thiol-yne reactions have been used as a facile and quantitative method for modifying end-groups on an N-isopro-pylacrylamide (NIPAm) homopolymer. A well-defined precursor of ...
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