Structurally-unusual calix[4]arene derivatives generated by intra-and intermolecular McMurry reactions

Pavel Lhoták, Seiji Shinkai

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44 Citations (Scopus)

Abstract

A new class of calix[4]arene derivatives with highly strained structures has been synthesized by intramolecular reductive dimerization of appropriate formyl groups in the presence of low-valent titanium agents (so-called McMurry reaction). New derivatives possessed very interesting molecular structures with upper rims intramolecularly connected by a CH=CH bond and are immobilized either in cone or in 1,3-alternate conformation. The cage compound with inner space perfectly closed by four aromatic units has been obtained from a tetraformyl derivative in 1,3-alternate conformation. Intermolecular reductive coupling of two monoformylcalix[4]arenes has yielded a bis-calixarene derivative which was found to behave as a good host molecule for quaternary ammonium salts.

Original languageEnglish
Pages (from-to)645-648
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number5
DOIs
Publication statusPublished - Jan 29 1996

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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