Preparation of calix[8]arene derivatives functionalized at a single methylene bridge

Norbert Itzhak, Katerina Kogan, Silvio E. Biali*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

A calix[8]arene derivative substituted at the single methylene bridge by a chlorine atom reacts at the substituted bridge with O, N, and C nucleophiles under SN1 conditions. Thiscalix[8]arene can serve as a useful starting material for the preparation of calix[8]arene derivatives functionalized at a single methylene bridge. A large number of calix[8]arenes substituted at a single methylene group can be easily prepared by the reaction (under SN1 conditions) of a chlorocalix[8]arene derivative with nucleophiles (including aromatic rings and active methylene compounds).

Original languageAmerican English
Pages (from-to)6581-6585
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number32
DOIs
StatePublished - Nov 2011

Keywords

  • Aromatic substitution
  • Calixarenes
  • Cyclophanes
  • Macrocycles
  • Nucleophilic substitution

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