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Organocatalytic, regioselective nucleophilic “click” addition of thiols to propiolic acid esters for polymer-polymer coupling

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Truong, Vinh X. and Dove, Andrew P. (2013) Organocatalytic, regioselective nucleophilic “click” addition of thiols to propiolic acid esters for polymer-polymer coupling. Angewandte Chemie International Edition, Volume 52 (Number 15). pp. 4132-4136. doi:10.1002/anie.201209239 ISSN 1433-7851.

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Official URL: http://dx.doi.org/10.1002/anie.201209239

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Abstract

The regioselectivity of the nucleophilic addition of thiols to electron-deficient alkynes is controlled by the choice of the solvent (i.e. the polarity of the reaction mixture) and the catalyst. Both thioalkenes and dithianes can be prepared in a rapid reaction that generates no by-products (see scheme). In turn the utility of this reaction is shown for efficient end-group modification of polymers.

Item Type: Journal Article
Divisions: Faculty of Science, Engineering and Medicine > Science > Chemistry
Journal or Publication Title: Angewandte Chemie International Edition
Publisher: Wiley - V C H Verlag GmbH & Co. KGaA
ISSN: 1433-7851
Official Date: 2013
Dates:
DateEvent
2013Published
Volume: Volume 52
Number: Number 15
Page Range: pp. 4132-4136
DOI: 10.1002/anie.201209239
Status: Peer Reviewed
Publication Status: Published

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