85896-27-1Relevant articles and documents
New polydentate and polynucleating N-donor ligands from amines and 2,4,6-trichloro-1,3,5-triazine
De Hoog, Paul,Gamez, Patrick,Driessen, Willem L,Reedijk, Jan
, p. 6783 - 6786 (2002)
An efficient synthesis of a novel class of multidentate polynucleating ligands has been developed based on high-yielding chloride substitutions of 2,4,6-trichloro-1,3,5-triazine by primary and secondary amines.
New p-aminophenol-based dendritic melamines. Iterative synthesis, structure, and electrochemical characterisation
Morar, Cristina,Turdean, Graziella Liana,Bende, Attila,Lameiras, Pedro,Antheaume, Cyril,Muresan, Liana Maria,Darabantu, Mircea
, p. 402 - 414 (2017/03/15)
Avoiding any protective–deprotective step, the synthesis of new (G-0, -1, -2) dendritic melamines is reported. Their construction consisted of chemoselective SN2–Ar amination of cyanuric chloride with p-aminophenol (peripheral unit) and piperazine or 4,4'-bipiperidine (linkers). This novel class of amino-s-triazines is primarily investigated by DFT calculations (optimal geometry and electronic structure) in tandem with (VT) 1H NMR spectroscopy providing details of the rotational diastereomerism about the C(s-triazine)-N(exocyclic) partial double bonds, solvation effects and conformation of the linkers. These data are subsequently exploited in electrochemical investigations (cyclic voltammetry on the Pt electrode/DMSO, 0.1 M KCl). Two reversible electron-transfer phenomena have been observed. Thus, depending on the variable π-deficiency strength of the s-triazine ring acting as the EWG on the adjacent NH group and the ability of the latter to undergo redox processes in tandem with the phenolic p-HO group, two electrochemical pathways are proposed, namely the p-benzoquinonimine route and the electropolymerization route.
Convergent Versus Divergent Three-Step Synthesis of the First (4-Aminophenoxy)alkanoic Acid-Based Tripodal Melamines
Morar, Cristina,Cost, Lavinia,Lameiras, Pedro,Antheaume, Cyril,Darabantu, Mircea
supporting information, p. 1688 - 1695 (2015/06/25)
Starting from N-(4-hydroxyphenyl)acetamide (Paracetamol, convergent approach) or from cyanuric chloride in reaction with 4-aminophenol (divergent approach), two synthetic routes toward novel tripodal N-substituted melamines as s-triazine derivatives of (4-aminophenoxy)acetic acid or of 4-(4-aminophenoxy)butyric acid are comparatively defined. The key steps consist of Williamson etherification of N-masked forms of 4-aminophenol and acidic hydrolysis of the N- and/or O-protected (4-aminophenoxy)alkanoic segments.
