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

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

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...

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Main Authors: Anamika Sharma, Ayman El-Faham, Beatriz G. de la Torre, Fernando Albericio
Format: Article
Language:English
Published: Frontiers Media S.A. 2018-11-01
Series:Frontiers in Chemistry
Subjects:
s-triazine
triorthogonal linker
density functional theory
NBO calculations
electrostatic potential maps
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2018.00516/full
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spelling doaj-37344318b2c24781916014e01f313c572020-11-25T02:31:03ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462018-11-01610.3389/fchem.2018.00516413621Exploring the Orthogonal Chemoselectivity of 2,4,6-Trichloro-1,3,5-Triazine (TCT) as a Trifunctional Linker With Different Nucleophiles: Rules of the GameAnamika Sharma0Anamika Sharma1Ayman El-Faham2Ayman El-Faham3Beatriz G. de la Torre4Fernando Albericio5Fernando Albericio6Fernando Albericio7Fernando Albericio8KRISP, College of Health Sciences, University of KwaZulu-Natal, Durban, South AfricaSchool of Chemistry and Physics, University of KwaZulu-Natal, Durban, South AfricaDepartment of Chemistry, College of Science, King Saud University, Riyadh, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Alexandria University, Alexandria, EgyptKRISP, College of Health Sciences, University of KwaZulu-Natal, Durban, South AfricaSchool of Chemistry and Physics, University of KwaZulu-Natal, Durban, South AfricaDepartment of Chemistry, College of Science, King Saud University, Riyadh, Saudi ArabiaDepartment of Organic Chemistry, University of Barcelona, Barcelona, SpainCIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, Barcelona Science Park, Barcelona, SpainThe 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.https://www.frontiersin.org/article/10.3389/fchem.2018.00516/fulls-triazinetriorthogonal linkerdensity functional theoryNBO calculationselectrostatic potential maps
collection DOAJ
language English
format Article
sources DOAJ
author Anamika Sharma
Anamika Sharma
Ayman El-Faham
Ayman El-Faham
Beatriz G. de la Torre
Fernando Albericio
Fernando Albericio
Fernando Albericio
Fernando Albericio
spellingShingle Anamika Sharma
Anamika Sharma
Ayman El-Faham
Ayman El-Faham
Beatriz G. de la Torre
Fernando Albericio
Fernando Albericio
Fernando Albericio
Fernando Albericio
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
Frontiers in Chemistry
s-triazine
triorthogonal linker
density functional theory
NBO calculations
electrostatic potential maps
author_facet Anamika Sharma
Anamika Sharma
Ayman El-Faham
Ayman El-Faham
Beatriz G. de la Torre
Fernando Albericio
Fernando Albericio
Fernando Albericio
Fernando Albericio
author_sort Anamika Sharma
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
title_short 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_sort 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
publisher Frontiers Media S.A.
series Frontiers in Chemistry
issn 2296-2646
publishDate 2018-11-01
description 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.
topic s-triazine
triorthogonal linker
density functional theory
NBO calculations
electrostatic potential maps
url https://www.frontiersin.org/article/10.3389/fchem.2018.00516/full
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