Stereochemical control of calixarenes useful as rigid and conformationally diversiform platforms for molecular design

H. Otsuka, Seiji Shinkai

Research output: Contribution to journalArticle

50 Citations (Scopus)

Abstract

The syntheses of all possible conformational isomers using a protection-deprotection method with a benzyl group and metal template effects are reported. The numbers of chiral isomers are 17 for tetra-O-substituted calix[4]arenes, 9 for tri-O-substituted calix[4]arenes, 3 for di-O-substituted calix[4]arenes, and 0 for mono-O-substituted calix[4]arenes. The synthesis of chiral calix[4]arenes is possible through the introduction of a substituent into the m-position of a phenol unit or by the use of dissymetric `stapling reaction' in proximal phenol units.

Original languageEnglish
Pages (from-to)189-205
Number of pages17
JournalSupramolecular Science
Volume3
Issue number4
DOIs
Publication statusPublished - Jan 1 1996

All Science Journal Classification (ASJC) codes

  • Engineering(all)

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