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 journalArticlepeer-review

38 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

ASJC Scopus subject areas

  • Organic Chemistry

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