Capping the upper and lower rims of calix[4]arenes by aryl dinitrile oxide reactions

Ya Jiun Shiao, Pei Chen Chiang, Annamalai Senthilvelan, Ming Tsung Tsai, Gene Hsiang Lee, Wen-Sheng Chung*

*Corresponding author for this work

Research output: Contribution to journalArticle

19 Scopus citations

Abstract

1,3-Dipolar cycloadditions of upper- and lower-rim diallylcalix[4]arenes (1 and 3) with aryl dinitrile oxides provide a unique and efficient way of capping the calix[4]arenes. When dinitrile oxides reacted with 5-allylcalix[4]arene 7, they underwent a 1,3-dipolar cycloaddition on one side and an electrophilic substitution on the other side, which led to a novel type of asymmetric calix[4]arenes (9 and 12).

Original languageEnglish
Pages (from-to)8383-8386
Number of pages4
JournalTetrahedron Letters
Volume47
Issue number47
DOIs
StatePublished - 20 Nov 2006

Keywords

  • 1,3-Dipolar cycloaddition
  • Asymmetric calix[4]arenes
  • Electrophilic substitution
  • Isoxazolines

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