Chiral cage molecules generated by regioselective O-alkylation of a doubly-bridged calix[8]arene

Atsushi Ikeda, Yoshio Suzuki, Seiji Shinkai

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

A calix[8]arene doubly-bridged at the 1,5-phenol units and 3,7-phenol units has a cage structure with D(2d) symmetry. Regioselective introduction of methyl groups into the residual 2,4,6,8-phenol units affords five different cage compounds: that is, three racemic compounds, one meso compound, and one achiral compound. This paper reports systematic studies on the preparation methods of these new cage compounds and spectroscopic classification of their molecular symmetries. The results indicate that these compounds have a latent potential as a platform for designing chiral cage molecules with an ionophoric inner cavity.

Original languageEnglish
Pages (from-to)97-105
Number of pages9
JournalTetrahedron Asymmetry
Volume9
Issue number1
DOIs
Publication statusPublished - Jan 16 1998

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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