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Organocatalytic, Regioselective Nucleophilic “Click” Addition of Thiols to Propiolic Acid Esters for Polymer–Polymer Coupling
Author(s) -
Truong Vinh X.,
Dove Andrew P.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201209239
Subject(s) - regioselectivity , nucleophile , combinatorial chemistry , chemistry , polymer , click chemistry , nucleophilic addition , catalysis , organic chemistry , computer science
Discerning Tastes : 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.