Chromogenic indoaniline armed-calix[4]azacrowns |
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Authors: | Kim Jong Seung Shon Ok Jae Yang Seung Hwan Kim Jong Yeol Kim Moon Jib |
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Institution: | Department of Chemistry, Konyang University, Nonsan 320-711, Korea, Korea. jongskim@konyang.ac.kr |
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Abstract: | Two novel chromogenic 1,3-alternate calix4]azacrown (1) and calix4]-bis-azacrown (2) in which an indoaniline chromophore was attached on the nitrogen atom of the azacrown unit with one methylene spacer were synthesized. The 1H NMR spectrum of the ligand 1 and Ca2+ proved that the metal ion is entrapped by the calix4]azacrown unit and by the conjugated indoaniline system. From the UV/vis band shifts upon metal ion complexation, Zn2+ ion was found to give the largest band shifts compared to other metal cations, indicating that Zn2+ ion (K(a) = 18 760 M(-)(1) for 1 and K(a) = 19 930 M(-1) for 2) was selectively encapsulated by the calix4]azacrown cavity with assistance of the pendent indoaniline sidearm. |
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