HYDROGEN-BONDED ROSETTES OF AMINOTRIAZINES FOR SELECTIVE ION RECOGNITION

PETELSKI, ANDRE NICOLAI; FONSECA GUERRA, CÉLIA

Ámsterdam

Conferencia; 23rd International Conference on "Horizons in Hydrogen Bond Research"; 2019

Vrije Universiteit Amsterdam

Ion recognition is still an emerging topic in supramolecular chemistry and has aroused a great attention in the last years.[1] In a previous work,[2] we have found that ammeline has better self-assembling capabilities than melamine when they form six membered rosettes. In this work, we have examined the assemblies of selected hexameric rosettes of melamine and ammeline tautomeric forms, and their capacities to host halide and alkali ions in the gas phase and in water. By using relativistic dispersion-corrected density functional theory (DFT-D), we first studied the stability and the effect of introducing monovalent anions (Cl, Br, I) and cations (Na+, K+, Rb+) in the center of the rosettes cavity. Finally, we explored the interactions in two stacked rosettes with an interlayer ion. Our computations reveal that amine-substituted triazines are promising candidates for anion and cation recognition either in self-assembled monolayers or pillar arrays structures. In addition, melamine and ammeline could constitute a potent mixture for dual ion recognition strategies.