Synthesis and C70 complexation studies of a fluorescent 5,5'-bi-p-tert-butylcalix[4]arene scaffold

Amos Golan, Israel Goldberg, Arkadi Vigalok*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


In this paper, we report the synthesis and C70 complexation studies of a new fluorescent 5,5'-bi-p-tert-butylcalix[4]arene capsule with an extended hydrophobic cavity. The synthetic route required development of a series of selective protection and de-protection reactions, such as esterification and ester cleavage, as well as a cross-coupling reaction at the lower rim. The resulting 5,5'-bi-p-tert-butylcalixarene was fully characterised, including by X-ray crystallography. In the solid state, the compound exists in an open-capsule orientation, with a perfectly planar bridging biphenylene unit resulting in high fluorescence with a maximum emission peak at 390 nm. Preliminary fluorescence-based complexation experiments with C70 fullerene did not provide conclusive evidence for formation of inclusion complexes.

Original languageEnglish
Pages (from-to)526-535
Number of pages10
JournalSupramolecular Chemistry
Issue number5-6
StatePublished - 2 Jun 2016


  • C70 fullerene
  • Calixarene capsule
  • calixarene-fullerene complexation
  • chemical sensors
  • host-guest systems


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