1,3,5-Triazine as core for the preparation of dendrons

A unique property of 2,4,6-trichloro-1,3,5-triazine (TCT) is its ability to undergoes a nucleophilic aromatic substitution reaction (SNAr) under temperature-controlled conditions. Using a convenient and biologically friendly protocol, mono-substituted s-triazines were treated with excess nucleophile...

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Bibliographic Details
Authors: Sheyi, Rotimi, Sharma, Anamika, Kumar, Ashish, El-Faham, Ayman, de la Torre, Beatriz G., Albericio, Fernando
Format: article
Status:Published version
Publication Date:2020
Country:España
Institution:Consejo Superior de Investigaciones Científicas (CSIC)
Repository:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/221006
Online Access:http://hdl.handle.net/10261/221006
Access Level:Open access
Keyword:s-Triazine
Dendron
HPLC
1+2 mode
Nucleophiles
Description
Summary:A unique property of 2,4,6-trichloro-1,3,5-triazine (TCT) is its ability to undergoes a nucleophilic aromatic substitution reaction (SNAr) under temperature-controlled conditions. Using a convenient and biologically friendly protocol, mono-substituted s-triazines were treated with excess nucleophiles to obtain tri-substituted triazines in 1 + 2 mode (one nucleophile as the first substitution followed by another nucleophile for the other two positions). The nucleophiles used for this study were phenol, thiol and amine, and the best order of incorporation was phenol or thiol for the first position followed by amine for the last two positions.