Crystal structure and inclusion property of p-tert- butylthiacalix[6]arene

Nobuhiko Iki, Naoya Morohashi, Tomohiro Suzuki, Satoshi Ogawa, Mitsuru Aono, Chizuko Kabuto, Hitoshi Kumagai, Haruhiko Takeya, Setsuko Miyanari, Sotaro Miyano

Research output: Contribution to journalArticlepeer-review

41 Citations (Scopus)

Abstract

Although the reaction of p-tert-butylphenol with elemental sulfur in the presence of CsOH as a base catalyst yielded a complex mixture comprised of sulfur-bridged phenol oligomers, p-tert-butylthiacalix[6]arene (TC6A) could be isolated in an appreciable yield (0.8%). The X-ray analysis revealed that TC6A adopted a distorted cone conformation stabilized by two sets of hydrogen bondings comprising three phenolic OH groups. The recrystallization from various solvents showed that TC6A had higher inclusion ability toward more guests than TC4A did, suggesting that the expanded central cavity and/or the crystal lattice of the former allowed a more comfortable accommodation of the guest molecules. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)2587-2590
Number of pages4
JournalTetrahedron Letters
Volume41
Issue number15
DOIs
Publication statusPublished - 2000 Apr 8

Keywords

  • Calixarenes
  • Inclusion
  • Sulfurization
  • X-ray crystal structures

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Crystal structure and inclusion property of p-tert- butylthiacalix[6]arene'. Together they form a unique fingerprint.

Cite this