Ratiometry of monomer/excimer emissions of dipyrenyl calix[4]arene in aqueous media

Hyun Jung Kim, Duong Tuan Quang, Jooyeon Hong, Guipeun Kang, Sihyun Ham, Jong Seung Kim

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Abstract

Variations in the ratio of monomer/excimer emissions from pyrenyl groups bound to a calix[4]arene through facing carboxamidomethyl substituents have been investigated in H2O/CH3CN mixtures. Above a level of 50% H2O, monomer emission declines and the excimer emission concomitantly increases. DFT calculations support the argument that disruption of intramolecular NHO bonds by water results in a geometry, which favors contact of the pyrene units and thus a strong excimer emission. Addition of Fe(III) to a H2O/CH3CN (4:1, v/v) solution of 1 at pH 6.1 quenches both monomer and excimer emissions through electron transfer (eT) from excited pyrene to the metal ion.

Original languageEnglish
Pages (from-to)10788-10792
Number of pages5
JournalTetrahedron
Volume63
Issue number44
DOIs
Publication statusPublished - 2007 Oct 29

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ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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