A three-armed cryptand with triazine and pyridine units: synthesis, structure and complexation with polycyclic aromatic compounds

Beilstein J Org Chem. 2018 Jun 6:14:1370-1377. doi: 10.3762/bjoc.14.115. eCollection 2018.

Abstract

The aromatic nucleophilic substitution reaction based synthesis of a three-armed cryptand displaying 2,4,6-triphenyl-1,3,5-triazine units as caps and pyridine rings in the bridges, along with NMR, MS and molecular modelling-based structural analysis of this compound are reported. Appropriate NMR and molecular modelling investigations proved the formation of 1:1 host-guest assemblies between the investigated cryptand and some polynuclear aromatic hydrocarbons or their derivatives.

Keywords: 1,3,5-triazine; NMR titration; aromatic guests; aromatic nucleophilic substitution; cryptand.