Influence of alkali and alkaline earth ions on the 𝑂-alkylation of the lower rim phenolic-OH groups of 𝑝-tert-butyl-calixarene to result in amide-pendants: Template action of K+ and the structure of K+ bound tetra-amide derivative crystallized with a 𝑝-tert-butylcalixarene anion
Role of alkali and alkaline earth ions on the formation of calixarene-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 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.
Volume 132, 2019
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