Chinese Journal of Organic Chemistry >
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).
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
Zhang Feng , Tan Zan , Yan Boren , Pan Dingwu , Bao Xiaoping . Synthesis of A Novel Carbazole Sulfonohydrazide Receptor Bearing the 1,8-Naphthalimide Units and Its Anion Recognition Properties[J]. Chinese Journal of Organic Chemistry, 2014 , 34(12) : 2499 -2504 . DOI: 10.6023/cjoc201407012
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