Dual binding mode of s-triazine to anions and cations

Org Lett. 2003 Jun 26;5(13):2227-9. doi: 10.1021/ol034650u.

Abstract

Ab initio calculations were performed on complexes between cations and s-triazine, which has a small and positive quadrupole moment. Minimum energy pi-complexes were found between s-triazine and cations. Minimum pi-complexes with anions were previously reported. This ability of s-triazine to form stable complexes with either anions or cations is studied using several theoretical methods. A likely explanation of this duality is the stabilization obtained from the ion-induced polarization. [structure: see text]