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...

Descripción completa

Detalles Bibliográficos
Autores: Sheyi, Rotimi, Sharma, Anamika, Kumar, Ashish, El-Faham, Ayman, de la Torre, Beatriz G., Albericio, Fernando
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2020
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/221006
Acceso en línea:http://hdl.handle.net/10261/221006
Access Level:acceso abierto
Palabra clave:s-Triazine
Dendron
HPLC
1+2 mode
Nucleophiles
Descripción
Sumario: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.