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Synthesis and Crystal Structure of p-tert-Butylthiacalix[8]arene: A New Member of Thiacalixarenes
Authors:Yoshihiko Kondo  Ken Endo  Nobuhiko Iki  Sotaro Miyano  Fumio Hamada
Affiliation:(1) Department of Material-Process Engineering and Applied Chemistry for Environments, Faculty of Engineering and Resource Science, Akita University, Tegata Akita, 010-8502, Japan;(2) Department of Biomolecular Engineering, Graduate School of Engineering, Tohoku University, Aramaki-Aoba 07, Aoba-ku Sendai, 980-8579, Japan
Abstract:Even though it was obtained in poor yield, p-tert-butylthiacalix[8]arene (TC8A) has been synthesized as a new member of thiacalix[n]arenes by the terephthalate-induced cyclization of a mixture of acyclic oligomers, which was obtained by the reaction between p-tert-butylphenol and sulfur with CaO in ethylene glycol/diphenyl ether system. Slow evaporation of the chloroform solution of TC8A afforded guest-free crystals consisting of TC8A itself. The close-packed crystal structure of TC8A resembles that of p-tert-butylcalix[8]arene (C8A) closely, containing a plated loop molecular structure.This revised version was published online in July 2005 with a corrected issue number.
Keywords:calixarenes  crystal structure  self-assembly  supramolecular chemistry  synthetic methods
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