Designing Self-Assembled Rosettes: Why Ammeline is a Superior Building Block to Melamine

PETELSKI, ANDRE NICOLAI; FONSECA GUERRA, CÉLIA

ChemistryOpen

Wiley-VCH Verlag

Año: 2019 vol. 8 p. 135 - 142

In supramolecular chemistry, the rational design of self-assembled systems remains a challenge. Herein, hydrogen-bonded rosettes of melamine and ammeline have been theoretically examined by using dispersion-corrected density functional theory (DFT-D). Our bonding analyses, based on quantitative Kohn?Sham molecular orbital theory and corresponding energy decomposition analyses (EDA), show that ammeline is a much better building block than melamine for the fabrication of cyclic complexes based on hydrogen bonds. This superior capacity is explained by both stronger hydrogen bonding and the occurrence of a strong synergy.