Frontiers in Chemistry (Nov 2018)

Exploring the Orthogonal Chemoselectivity of 2,4,6-Trichloro-1,3,5-Triazine (TCT) as a Trifunctional Linker With Different Nucleophiles: Rules of the Game

  • Anamika Sharma,
  • Anamika Sharma,
  • Ayman El-Faham,
  • Ayman El-Faham,
  • Beatriz G. de la Torre,
  • Fernando Albericio,
  • Fernando Albericio,
  • Fernando Albericio,
  • Fernando Albericio

DOI
https://doi.org/10.3389/fchem.2018.00516
Journal volume & issue
Vol. 6

Abstract

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The study involves exploring the three orthogonal sites for aromatic nucleophilic substitution in cyanuric chloride (TCT). The preferential order of incorporation of different nucleophiles (such as alcohol, thiol, and amine) was addressed both experimentally and theoretically. The preferential order for incorporating nucleophiles in TCT was found to be alcohol > thiol > amine.

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