Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials

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,...

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Main Authors: Chan, J., Hoyle, C., Lowe, Andrew
Format: Journal Article
Published: American Chemical Society 2009
Online Access:http://hdl.handle.net/20.500.11937/35667
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author Chan, J.
Hoyle, C.
Lowe, Andrew
author_facet Chan, J.
Hoyle, C.
Lowe, Andrew
author_sort Chan, J.
building Curtin Institutional Repository
collection Online Access
description 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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institution Curtin University Malaysia
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last_indexed 2025-11-14T08:42:19Z
publishDate 2009
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spelling curtin-20.500.11937-356672017-09-13T15:31:40Z Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials Chan, J. Hoyle, C. Lowe, Andrew 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. 2009 Journal Article http://hdl.handle.net/20.500.11937/35667 10.1021/ja8099135 American Chemical Society restricted
spellingShingle Chan, J.
Hoyle, C.
Lowe, Andrew
Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
title Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
title_full Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
title_fullStr Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
title_full_unstemmed Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
title_short Sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
title_sort sequential phosphine-catalyzed, nucleophilic thiol ene/radical-mediated thiol-yne reactions and the facile orthogonal synthesis of polyfunctional materials
url http://hdl.handle.net/20.500.11937/35667