Journal of Chemical Sciences

, Volume 120, Issue 2, pp 237–247 | Cite as

Influence of alkali and alkaline earth ions on the O-alkylation of the lower rim phenolic-OH groups of p-tert-butyl-calix[4]arene to result in amide-pendants: Template action of K+ and the structure of K+ bound tetra-amide derivative crystallized with a p-tert-butyl-calix[4]arene anion

Article

Abstract

Role of alkali and alkaline earth ions on the formation of calix[4]arene-amide derivatives through O-alkylation of the lower rim phenolic-OH groups in general and template action of K+ in particular have been explored. Na+ and K+ ions among alkali, and Ca2+ and Sr2+ ions among alkaline earth have shown tetra-amide derivatives bound to metal ion species. Among all these, potassium salts act as template and yields a K+ bound tetra-amide derivative where the charge is counter balanced by a calix[4] arene-monoanion and the product is crystallographically characterized. Change in the amide precursor used in these O-alkylation reactions has no effect on the type of the amide derivative formed. Also demonstrated is a direct one-step reaction for the preparation of 1,3-di-amide derivative in high yield and low reaction period using CsHCO3.

Keywords

O-alkylation at the lower rim of calix[4]arene template action of K+ mono-anion of p-tert-butyl-calix[4]arene alkali and alkaline earth ions 

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Copyright information

© Indian Academy of Sciences 2008

Authors and Affiliations

  • Amjad Ali
    • 1
  • Chebrolu P. Rao
    • 1
  • Philippe Guionneau
    • 2
  1. 1.Bioinorganic Laboratory, Department of ChemistryIndian Institute of Technology BombayPowai, MumbaiIndia
  2. 2.Institut de Chimie de la Matiere Condensee de BordeauxPessacFrance
  3. 3.School of Chemistry and BiochemistryThapar UniversityPatialaIndia

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