Novel molecular chirality in the calixarene family: Formation of chiral disulfinyldithiacalix[4]arenes via partial oxidation of two adjacent sulfides of tetrathiacalix[4]arene

Naoya Morohashi, Nobuhiko Iki, Toru Onodera, Chizuko Kabuto, Sotaro Miyano

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The first chiral disulfinyldithiacalix[4]arenes have been obtained by oxidation of two adjacent epithio groups of the tetramethyl ether of tetra(p- tert-butyl)tetrathiacalix[4]arene. The chiral resolution was achieved by HPLC using Chiralpak AD as a stationary phase. Furthermore, the absolute configuration of these compounds was determined by X-ray crystallography. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)5093-5097
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number26
DOIs
Publication statusPublished - 2000 Jun 24

Keywords

  • Calixarenes
  • Oxidation
  • Sulfinyl compounds
  • X-ray crystallography

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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