Photoresponsive lower-rim azobenzene substituted and bridged calix[4]arenes

Fritz Vögtle*, Dirk Udelhofen, Sarah Abramson, Benzion Fuchs

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


The doubly azobenzene-chain lower-rim substituted calix[4]arenes 6-9 were prepared, followed by the doubly bridged biscalix[4]arenes 10 and 11. All are photoresponsive and detailed studies of the E⇌Z photoisomerization and the Z→E thermal isomerization in 6 and 10 were carried out using UV and 1H NMR spectroscopic techniques. The three (EE, EZ and ZZ) isomers of 6 and 10 were isolated or enriched and fully characterized by 1H NMR. Kinetic analyses of these transformations of 6 were carried out and revealed a concentration dependent behavior and an interesting sequential course of its photoisomerization.

Original languageEnglish
Pages (from-to)41-48
Number of pages8
JournalJournal of Photochemistry and Photobiology A: Chemistry
Issue number1-3
StatePublished - 29 Feb 2000


  • Azobenzene
  • Bridged calixarenes
  • Photoisomerization
  • Supramolecular chemistry


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