Chromogenic indoaniline armed-calix[4]azacrowns

Jong Seung Kim, Ok Jae Shon, Seung Hwan Yang, Jong Yeol Kim, Moon Jib Kim

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Two novel chromogenic 1,3-alternate calix[4]azacrown (1) and calix[4]-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 calix[4]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 (Ka = 18 760 M-1 for 1 and Ka = 19 930 M-1 for 2) was selectively encapsulated by the calix[4]azacrown cavity with assistance of the pendent indoaniline sidearm.

Original languageEnglish
Pages (from-to)6514-6518
Number of pages5
JournalJournal of Organic Chemistry
Volume67
Issue number18
DOIs
Publication statusPublished - 2002 Sep 6
Externally publishedYes

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Chromogenics
Metal ions
Ions
Metals
Chromophores
Complexation
Cations
Nitrogen
Nuclear magnetic resonance
Ligands
Atoms

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Kim, J. S., Shon, O. J., Yang, S. H., Kim, J. Y., & Kim, M. J. (2002). Chromogenic indoaniline armed-calix[4]azacrowns. Journal of Organic Chemistry, 67(18), 6514-6518. https://doi.org/10.1021/jo0201169

Chromogenic indoaniline armed-calix[4]azacrowns. / Kim, Jong Seung; Shon, Ok Jae; Yang, Seung Hwan; Kim, Jong Yeol; Kim, Moon Jib.

In: Journal of Organic Chemistry, Vol. 67, No. 18, 06.09.2002, p. 6514-6518.

Research output: Contribution to journalArticle

Kim, JS, Shon, OJ, Yang, SH, Kim, JY & Kim, MJ 2002, 'Chromogenic indoaniline armed-calix[4]azacrowns', Journal of Organic Chemistry, vol. 67, no. 18, pp. 6514-6518. https://doi.org/10.1021/jo0201169
Kim, Jong Seung ; Shon, Ok Jae ; Yang, Seung Hwan ; Kim, Jong Yeol ; Kim, Moon Jib. / Chromogenic indoaniline armed-calix[4]azacrowns. In: Journal of Organic Chemistry. 2002 ; Vol. 67, No. 18. pp. 6514-6518.
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