关键词: 1,8-二(2-吡咯酰胺)-3,6-二氯咔唑; 晶体结构; 阴离子识别

Abstract:

Due to the fundamental roles that anions play in a wide range of chemical and biological processes, numerous efforts have been devoted to the design of receptors capable of selectively binding and sensing anions. Herein, carbazole derivative (1) bearing two model amides was synthesized by coupling 1,8-diamino-3,6-dichlorocarbazole with pyrrole-2-carbonylchloride in the presence of triethylamine. The structure of compound 1 was characterized by X-ray crystallography. The anions recognition of the compound 1 was studied by the UV-Vis and fluorescent spectra method in highly polar solvent of DMSO. The results show that strong anion binding is observed for H₂PO₄^-. Obvious fluorescence “switched on” behavior is observed upon addition of H₂PO₄^- to receptor 1, which can be used to discriminate H₂PO₄^- from the other anions. ¹H NMR analysis revealed that all the five NH of receptor 1 were involved in the hydrogen bonding interactions with the anions leading to a conformation exchange during the anion binding.

Key words: 1,8-Di(pyrrole-2-carboxamino)-3,6-dichlorocarbazole; Crystal structure; Anions recognition