Cyclization of p-tert-Butylcalix[6]arene with Diols Under the Mitsunobu Protocol. A Conformational Study of the Peralkylated Derivatives

Title: Cyclization of p-tert-Butylcalix[6]arene with Diols Under the Mitsunobu Protocol. A Conformational Study of the Peralkylated Derivatives

Volume: 6 Issue: 4

Author(s): Alajos Grun, Barbara Balazs and Istvan Bitter

Affiliation:

Keywords: Calix[6]arene, Mitsunobu cyclization, O-Alkylation, Conformation, Cation binding

Abstract: p-tert-Butylcalix[6]arene was attempted to O-alkylate with alcohols and diols under the Mitsunobu protocol. Regio-and conformation-selective reactions were not observed with alcohols and oligoethylene glycols, but 1,6-hexaneand 1,8-octanediols effected cone-selective A,D-bridging. Exhaustive alkylation of the remaining four OH groups in a cyclized molecule was carried out under base-promoted conditions and the conformation of the products along with the metal ion binding properties were studied by NMR methods.

Cite this article as:

Grun Alajos, Balazs Barbara and Bitter Istvan, Cyclization of p-tert-Butylcalix[6]arene with Diols Under the Mitsunobu Protocol. A Conformational Study of the Peralkylated Derivatives, Letters in Organic Chemistry 2009; 6 (4) . https://dx.doi.org/10.2174/157017809788489954