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1,8-二(2-吡咯酰胺)-3,6-二氯咔唑的合成、晶体结构及阴离子识别研究

Synthesis,Crystal Structure and Anion Recognition of 1,8-Di(pyrrole-2-carboxamino)-3,6-dichlorocarbazole
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摘要 设计并合成了1,8-二(2-吡咯酰胺)-3,6-二氯咔唑化合物(1),利用X射线单晶衍射研究了该化合物的固态结构.利用荧光和紫外-可见光谱技术及1H NMR滴定法研究了其对阴离子的识别.研究结果表明,化合物1对H2PO4-离子有较强的识别能力,且对H2PO4-离子有明显的荧光增强效应,可用来识别H2PO4-离子.同时1H NMR滴定结果显示,化合物1在阴离子识别过程中发生了构型转化. 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. IH NMR analysis re- vealed 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.
机构地区 南开大学化学系
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2009年第11期2184-2188,共5页 Chemical Journal of Chinese Universities
基金 国家“九七三”计划(批准号:G2007CB808000)资助
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 1,8-Di (pyrrole-2-carboxamino) -3,6-dichlorocarbazole Crystal structure Anions recognition
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