AUTHOR=Sharma Anamika , El-Faham Ayman , de la Torre Beatriz G. , Albericio Fernando TITLE=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 JOURNAL=Frontiers in Chemistry VOLUME=6 YEAR=2018 URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2018.00516 DOI=10.3389/fchem.2018.00516 ISSN=2296-2646 ABSTRACT=

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.