Synthesis and anion binding properties of 1,8-disulfonamidocarbazole dipyrromethane Schiff-base macrocycle & its amine analogue |
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| Authors: | Feng Zhang Yu-hui Zhou |
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| Institution: | 1. Center for Research and Development of Fine Chemicals, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang, P.R. China;2. Department of Chemistry, Guizhou University, Guiyang, P.R. China |
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| Abstract: | A novel 1,8-disulfonamidocarbazole-dipyrromethane Schiff-base macrocycle (1) and its amine analogue (2) were designed and synthesised, and their anion binding properties were studied via UV–vis and 1H NMR titration spectra. The obtained results showed that a small change in the macrocyclic structure (by reducing imines into the corresponding amines) produced a remarkable impact on its binding affinity and selectivity for anions. For example, macrocycle 1 displayed a 7.9:1 F?/H2PO4? selectivity; however, its amine analogue 2 showed a 78.5:1 F?/H2PO4? selectivity. |
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| Keywords: | Sulfonamidocarbazole dipyrromethane macrocyclic receptor anion recognition |
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