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One-pot modular synthesis of functionalized RAFT agents derived from a single thiolactone precursor

Steven Martens (UGent) , Frank Driessen (UGent) , Sofie Wallyn (UGent) , Oguz Türünç (UGent) , Filip Du Prez (UGent) and Pieter Espeel (UGent)
(2016) ACS MACRO LETTERS. 5(8). p.942-945
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Abstract
In this paper, the straightforward preparation of a range of functionalized trithiocarbonates as RAFT chain transfer agents (CTAs) is presented. The crucial step in the one-pot, three-step reaction sequence is the aminolysis of a thiolactone precursor as it introduces the desired functional handle (double bond, hydroxyl, furan, protected amine, ... ) and generates the corresponding thiol in situ, facilitating further elaboration of the CTA. Furthermore, the newly synthesized trithiocarbonates were positively evaluated as mediators in the RAFT polymerization of styrene, isobornyl acrylate, and N-isopropylacrylamide, while the presence of the end groups in the heterotelechic polymers was confirmed by NMR and UV-vis analysis.
Keywords
UPDATE, CHEMISTRY, SCIENCE, SCOPE, FRAGMENTATION CHAIN TRANSFER, LIVING RADICAL POLYMERIZATION

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Citation

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Chicago
Martens, Steven, Frank Driessen, Sofie Wallyn, Oguz Türünç, Filip Du Prez, and Pieter Espeel. 2016. “One-pot Modular Synthesis of Functionalized RAFT Agents Derived from a Single Thiolactone Precursor.” Acs Macro Letters 5 (8): 942–945.
APA
Martens, Steven, Driessen, F., Wallyn, S., Türünç, O., Du Prez, F., & Espeel, P. (2016). One-pot modular synthesis of functionalized RAFT agents derived from a single thiolactone precursor. ACS MACRO LETTERS, 5(8), 942–945.
Vancouver
1.
Martens S, Driessen F, Wallyn S, Türünç O, Du Prez F, Espeel P. One-pot modular synthesis of functionalized RAFT agents derived from a single thiolactone precursor. ACS MACRO LETTERS. 2016;5(8):942–5.
MLA
Martens, Steven, Frank Driessen, Sofie Wallyn, et al. “One-pot Modular Synthesis of Functionalized RAFT Agents Derived from a Single Thiolactone Precursor.” ACS MACRO LETTERS 5.8 (2016): 942–945. Print.
@article{8166712,
  abstract     = {In this paper, the straightforward preparation of a range of functionalized trithiocarbonates as RAFT chain transfer agents (CTAs) is presented. The crucial step in the one-pot, three-step reaction sequence is the aminolysis of a thiolactone precursor as it introduces the desired functional handle (double bond, hydroxyl, furan, protected amine, ... ) and generates the corresponding thiol in situ, facilitating further elaboration of the CTA. Furthermore, the newly synthesized trithiocarbonates were positively evaluated as mediators in the RAFT polymerization of styrene, isobornyl acrylate, and N-isopropylacrylamide, while the presence of the end groups in the heterotelechic polymers was confirmed by NMR and UV-vis analysis.},
  author       = {Martens, Steven and Driessen, Frank and Wallyn, Sofie and T{\"u}r{\"u}n\c{c}, Oguz and Du Prez, Filip and Espeel, Pieter},
  issn         = {2161-1653},
  journal      = {ACS MACRO LETTERS},
  language     = {eng},
  number       = {8},
  pages        = {942--945},
  title        = {One-pot modular synthesis of functionalized RAFT agents derived from a single thiolactone precursor},
  url          = {http://dx.doi.org/10.1021/acsmacrolett.6b00499},
  volume       = {5},
  year         = {2016},
}

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