A novel [60]fullerene-calixarene conjugate which facilitates self-inclusion of the [60]fullerene moiety into the homooxacalix[3]arene cavity

Atsushi Ikeda, Shigeki Nobukuni, Hiromi Udzu, Zhenlin Zhong, Seiji Shinkai

研究成果: Contribution to journalArticle査読

27 被引用数 (Scopus)

抄録

A novel calixfullerene 1, in which a homooxacalix[3]arene moiety conjugates with a [60]fullerene moiety through a triethylene glycol chain, exhibits interesting self-complexation-decomplexation properties in response to the solvent polarity. In CDCl3, 1 exists predominantly as conformer I with a free [60]fullerene moiety and the open calixarene cavity. In CHCl3/CH3CN (1:1, v/v), however, 1 exists predominantly as the self-inclusion conformer II with the [60]fullerene moiety capped by the intramolecular calixarene moiety. This is a unimolecular event but not an aggregate formation event because the concentration effect on the stoichiometry in the (1)H NMR spectroscopy and molecular weight determination in vapor pressure osmometry are all commensurate with a unimolecular process. The complexation-decomplexation exchange rate is slower than the NMR time scale, which has enabled us to estimate the equilibrium constant [conformer II/conformer I = 0.72 in CHCl3/CH3CN (24:1, v/v) at 27 °C].

本文言語英語
ページ(範囲)3287-3293
ページ数7
ジャーナルEuropean Journal of Organic Chemistry
19
DOI
出版ステータス出版済み - 9 2000

All Science Journal Classification (ASJC) codes

  • 物理化学および理論化学
  • 有機化学

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