含1,8-萘酰亚胺单元的咔唑磺酰肼受体的合成及对阴离子的识别研究
收稿日期: 2014-07-09
修回日期: 2014-08-18
网络出版日期: 2014-08-29
基金资助
国家自然科学基金(No.21161005)资助项目.
Synthesis of A Novel Carbazole Sulfonohydrazide Receptor Bearing the 1,8-Naphthalimide Units and Its Anion Recognition Properties
Received date: 2014-07-09
Revised date: 2014-08-18
Online published: 2014-08-29
Supported by
Project supported by the National Natural Science Foundation of China (No. 21161005).
张峰 , 谭赞 , 闫柏任 , 潘顶伍 , 鲍小平 . 含1,8-萘酰亚胺单元的咔唑磺酰肼受体的合成及对阴离子的识别研究[J]. 有机化学, 2014 , 34(12) : 2499 -2504 . DOI: 10.6023/cjoc201407012
A novel carbazole sulfonohydrazide receptor (1) bearing the 1,8-naphthalimide units was designed and synthesized, which selectively recognized biologically important F-, AcO- and H2PO4- in DMSO, as evidenced by fluorescence and UV-vis titration experiments. Receptor 1 formed 1:1 complexes with these anions, affording the binding constants larger than 103 L·mol-1. Interestingly, receptor 1 displayed a specific recognition towards F- in DMSO containing 10% H2O (V/V). The 1H NMR titration experiments in DMSO-d6 proved that five-fold intermolecular H-bonding interactions were responsible for effective complexation between 1 and F- (at a low concentration).
Key words： carbazole; sulfonohydrazide; 1,8-naphthalimide; anion recognition
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