Synthesis and applications of triazine based compounds

In this work, receptor triazine derivatives which are capable of cation, anion and chiral molecule recognition and also classified under cover of sensor technology were synthesized. In this context, three disubstituted receptor triazine derivatives were obtained as a result of three seperate reactions of cyanuric chloride with 4-aminobenzo-15-crown-5-ether, diethyliminodiacetate and 2,2-dipyridylamine, respectively. The enantiomeric excess is a key parameter for chemical and pharmaceutical industries for its ability to determine the activity and therapeutic action of chiral compounds. The determination of the enantiomeric excess using nuclear magnetic resonance is generally based on the formation of diastereomeric complexes. Herein we report novel chiral oxo-bridged calix[2]arene[2]triazine derivatives, which were synthesized from (1S,2R)-(-)-1-amino-2-indanol or (1S,2R)-(+)-2-amino-1,2-diphenylethanol. The structures of these compounds were established by various spectroscopic methods. Their enantiomeric recognition abilities towards the enantiomers of α-racemic carboxylic acids were examined by using 1H NMR spectroscopy. The ∆∆⸹ values of α-H signals were appropriate to give a good baseline resolution for most of the tested analyts, which ranged from 0.005 to 0.053 ppm. The α-hydroxy acids, especially those containing aromatic groups such as mandelic acid, α-methoxyphenylacetic acid, showed a bigger ∆∆⸹ value in comparison to the other carboxylic acids.