Synthesis of p-tert-butylthiacalix[n]arenes (n=4, 6, and 8) from a sulfur-bridged acyclic dimer of p-tert-butylphenol

Noriyoshi Kon, Nobuhiko Iki, Sotaro Miyano

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)

Abstract

The one-step method for the synthesis of p-tert-butylthiacalix[n]arenes TCnAs (n=4 and 6) by reacting p-tert-butylphenol 1 with elemental sulfur in the presence of a base was advantageously replaced by a two-step procedure in which a sulfur-bridged linear dimer of 1 was prepared first to use as the starting material for the cyclo-condensation with sulfur to greatly improve the yields of TC4A (83%) and TC6A (5.3%). The present dimer method allowed the isolation of TC8A in an appreciable amount (4.3%) for the first time.

Original languageEnglish
Pages (from-to)2231-2234
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number12
DOIs
Publication statusPublished - 2002 Mar 18

Keywords

  • Calixarenes
  • Sulfide
  • Thiacalixarenes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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