Synthesis and crystal structure of p-tert-butylthiacalix[8]arene: A new member of thiacalixarenes

Yoshihiko Kondo; Ken Endo; Nobuhiko Iki; Sotaro Miyano; Fumio Hamada

doi:10.1007/s10847-004-2384-6

Synthesis and crystal structure of p-tert-butylthiacalix[8]arene: A new member of thiacalixarenes

Yoshihiko Kondo, Ken Endo, Nobuhiko Iki, Sotaro Miyano, Fumio Hamada

ENV - Frontier Science for Advanced Environment

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

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.

Original language	English
Pages (from-to)	45-49
Number of pages	5
Journal	Journal of Inclusion Phenomena
Volume	52
Issue number	1
DOIs	https://doi.org/10.1007/s10847-004-2384-6
Publication status	Published - 2005 Jun

Keywords

Calixarenes
Crystal structure
Self-assembly
Supramolecular chemistry
Synthetic methods

ASJC Scopus subject areas

Food Science
Chemistry(all)
Condensed Matter Physics

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10.1007/s10847-004-2384-6

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title = "Synthesis and crystal structure of p-tert-butylthiacalix[8]arene: A new member of thiacalixarenes",

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.",

keywords = "Calixarenes, Crystal structure, Self-assembly, Supramolecular chemistry, Synthetic methods",

author = "Yoshihiko Kondo and Ken Endo and Nobuhiko Iki and Sotaro Miyano and Fumio Hamada",

note = "Funding Information: This work was supported by a Grant-In-Aid for Specially Promoted Research, No. 404: Molecular Synchronization for Design of New Material System from the Ministry of Education, Science, Sport and Culture of the Japan, and also by the Proposal-Based New Industry Creative Type Technology R&D Promotion Program from the New Energy and Industrial Technology Development Organization (NEDO) of Japan. We are grateful to CREST (JST) for approval to use an X-ray apparatus and also Cosmo Research Institute for their beneficial advice on the synthesis of TC8A.",

year = "2005",

month = jun,

doi = "10.1007/s10847-004-2384-6",

language = "English",

volume = "52",

pages = "45--49",

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AU - Kondo, Yoshihiko

AU - Endo, Ken

AU - Iki, Nobuhiko

AU - Miyano, Sotaro

AU - Hamada, Fumio

N1 - Funding Information: This work was supported by a Grant-In-Aid for Specially Promoted Research, No. 404: Molecular Synchronization for Design of New Material System from the Ministry of Education, Science, Sport and Culture of the Japan, and also by the Proposal-Based New Industry Creative Type Technology R&D Promotion Program from the New Energy and Industrial Technology Development Organization (NEDO) of Japan. We are grateful to CREST (JST) for approval to use an X-ray apparatus and also Cosmo Research Institute for their beneficial advice on the synthesis of TC8A.

PY - 2005/6

Y1 - 2005/6

N2 - 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.

AB - 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.

KW - Calixarenes

KW - Crystal structure

KW - Self-assembly

KW - Supramolecular chemistry

KW - Synthetic methods

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Synthesis and crystal structure of p-tert-butylthiacalix[8]arene: A new member of thiacalixarenes

Abstract

Keywords

ASJC Scopus subject areas

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