The Anion Binding Properties Bearing Neutral Cycle Amine Recognition Sites

摘要

O-phenylene-diamine derivative containing colorimetric dinitroquinoxaline has been synthesized. Its UV-vis spectroscopy and H-1 NMR investigation reveal that the receptor shows the strong binding ability for AcO-, F-, and H2PO4-, moderate binding abilities for OH- and almost no binding abilities for Cl-, Br-, and I-. The interaction of the receptor with studied anions achieving the recognition of anions is proposed to come from the N-H center dot center dot center dot F and potential C-H center dot center dot center dot F hydrogen bonding in its neutral form. The results indicate that it is well suitable for the anion complexation, which is presumably contributed to its ring topology possessing a rigidity conjugation system. Moreover, the molecular orbital level of this receptor and its tautomer were further determined by means of theoretical investigations.