Tetramercaptotetrathiacalix[4]arene the most sulfur enriched ligand: Synthesis and structural analysis

Akdas H., Graf E., Hosseini M. W., Rao P., De Cian A.

Journal of Supramolecular Chemistry, cilt.2, sa.1-3, ss.21-28, 2002 (Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2 Sayı: 1-3
  • Basım Tarihi: 2002
  • Doi Numarası: 10.1016/s1472-7862(02)00069-2
  • Dergi Adı: Journal of Supramolecular Chemistry
  • Derginin Tarandığı İndeksler: Scopus
  • Sayfa Sayıları: ss.21-28
  • Anahtar Kelimeler: Calixarene, Crystal structure, Mercaptocalixarene, Synthesis, Thiacalixarene, Thiol
  • Yıldız Teknik Üniversitesi Adresli: Hayır

Özet

p-tert- Butyltetramercaptotetrathiacalix[4]arene 1 bearing 8 sulphur atoms was synthesised in high overall yield (80%). The synthetic strategy followed to prepare the compound 1 was based on the Newman and Kwart thermal rearrangement. The treatment of p-tert-butyltetrathiacalix[4]arene 2 by N,N-dimethylthiacarbamoyl chloride under mild conditions afforded the tetra O-thiacarbamoyl derivative which under thermal transposition gave the S-thiacarbamoyl derivatives in quantitative yield. The treatment of the rearranged product by hydrazine hydrate gave the compound 1. The conformation adopted in the solid state by 1 was demonstrated by X-ray diffraction studies on a single crystal to be the 1,3-alternate. © 2003 Elsevier Ltd. All rights reserved.