A doubly alkynylpyrene-threaded [4]rotaxane that exhibits strong circularly polarized luminescence from the spatially restricted excimer

Masahiko Inouye, Koichiro Hayashi, Yuki Yonenaga, Tatsuya Itou, Kazuhisa Fujimoto, Takaaki Uchida, Munetaka Iwamura, Nozaki Koichi

Research output: Contribution to journalArticlepeer-review

164 Scopus citations

Abstract

The Sonogashira coupling of g -CD-encapsulated alkynylpyrenes with terphenyl-type stopper molecules gave a doubly alkynylpyrene-threaded [4]rotaxane. The rotaxane showed only excimer emission, with a high fluorescence quantum yield of Fcy f = 0.37, arising from the spatially restricted excimer within the cavity of the g-CD. The excimer emission suffered little from self-quenching up to a concentration of 1.5 × 10×5 m and was circularly polarized with a high glum value of -1.5 × 10-2. The strong circularly polarized luminescence may result from the two stacked pyrenes existing in the rotaxane in an asymmetrically twisted manner.

Original languageEnglish
Pages (from-to)14392-14396
Number of pages5
JournalAngewandte Chemie - International Edition
Volume53
Issue number52
DOIs
StatePublished - 2014/12/22

Keywords

  • Chirality
  • Circularly polarized luminescence
  • Cyclodextrins
  • Excimer emission
  • Rotaxanes

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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