Selective oxidation of thiacalix[4]arenes to the sulfinyl- and sulfonylcalix[4]arenes and their coordination ability to metal ions

Nobuhiko Iki, Hitoshi Kumagai, Naoya Morohashi, Kohki Ejima, Mitsuharu Hasegawa, Setsuko Miyanari, Sotaro Miyano

Research output: Contribution to journalArticlepeer-review

164 Citations (Scopus)

Abstract

Thiacalix[4]arenes, in which the four methylene bridges of calix[4]arenes are replaced by sulfide linkages, were selectively oxidized to sulfinyl- or sulfonylcalix[4]arene under mild conditions with control of the stoichiometry of the oxidant. Solvent extraction of the transition and alkaline earth metal ions with these hosts showed that the metal binding ability was governed by the oxidation state of the sulfur functionalities.

Original languageEnglish
Pages (from-to)7559-7562
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number41
DOIs
Publication statusPublished - 1998 Oct 8

Keywords

  • Calixarenes
  • Complexation
  • Oxidation
  • Sulfides

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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