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One-pot multistep reactions based on thiolactones: extending the realm of thiol-ene chemistry in polymer synthesis

Pieter Espeel (UGent) , Fabienne Goethals (UGent) and Filip Du Prez (UGent)
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Abstract
The in situ generation of thiols by nucleophilic ring-opening of a thiolactone with amines, followed by a UV-initiated radical thiol-ene reaction in a one-pot fashion, has been evaluated as an accelerated and versatile protocol for the synthesis of several types of polymeric architectures. After elaboration of a model amine-thiol-ene conjugation reaction, a number of routes based on readily available thiolactone-containing structures have been developed to successfully assemble functional, linear polymers and networks via a mild and facile radical photopolymerization process.
Keywords
CLICK-CHEMISTRY, CYCLOADDITION

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Citation

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Chicago
Espeel, Pieter, Fabienne Goethals, and Filip Du Prez. 2011. “One-pot Multistep Reactions Based on Thiolactones: Extending the Realm of Thiol-ene Chemistry in Polymer Synthesis.” Journal of the American Chemical Society 133 (6): 1678–1681.
APA
Espeel, P., Goethals, F., & Du Prez, F. (2011). One-pot multistep reactions based on thiolactones: extending the realm of thiol-ene chemistry in polymer synthesis. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 133(6), 1678–1681.
Vancouver
1.
Espeel P, Goethals F, Du Prez F. One-pot multistep reactions based on thiolactones: extending the realm of thiol-ene chemistry in polymer synthesis. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY. 2011;133(6):1678–81.
MLA
Espeel, Pieter, Fabienne Goethals, and Filip Du Prez. “One-pot Multistep Reactions Based on Thiolactones: Extending the Realm of Thiol-ene Chemistry in Polymer Synthesis.” JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 133.6 (2011): 1678–1681. Print.
@article{1850578,
  abstract     = {The in situ generation of thiols by nucleophilic ring-opening of a thiolactone with amines, followed by a UV-initiated radical thiol-ene reaction in a one-pot fashion, has been evaluated as an accelerated and versatile protocol for the synthesis of several types of polymeric architectures. After elaboration of a model amine-thiol-ene conjugation reaction, a number of routes based on readily available thiolactone-containing structures have been developed to successfully assemble functional, linear polymers and networks via a mild and facile radical photopolymerization process.},
  author       = {Espeel, Pieter and Goethals, Fabienne and Du Prez, Filip},
  issn         = {0002-7863},
  journal      = {JOURNAL OF THE AMERICAN CHEMICAL SOCIETY},
  keyword      = {CLICK-CHEMISTRY,CYCLOADDITION},
  language     = {eng},
  number       = {6},
  pages        = {1678--1681},
  title        = {One-pot multistep reactions based on thiolactones: extending the realm of thiol-ene chemistry in polymer synthesis},
  url          = {http://dx.doi.org/10.1021/ja1098098},
  volume       = {133},
  year         = {2011},
}

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