Observation of Circularly Polarized Luminescence of the Excimer from Two Perylene Cores in the Form of [4]Rotaxane

Koichiro Hayashi, Yuta Miyaoka, Yuki Ohishi, Taka aki Uchida, Munetaka Iwamura, Koichi Nozaki, Masahiko Inouye*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

A perylene-based [4]rotaxane was synthesized by the Sonogashira coupling of the 2:2 inclusion complex consisting of two alkynylperylenes and two γ-cyclodextrins with terphenyl-type stopper molecules. The [4]rotaxane showed orange emission attributable to the spatially restricted alkynylperylene excimer with a high fluorescence quantum yield of Φf=0.15. The excimer emission was circularly polarized as a result of the asymmetrically twisted perylene pair under the influence of chirality of γ-cyclodextrin. The glum value of the excimer emission was determined to be −2.1×10−2 at 573 nm, as large as those of the corresponding known pyrene-based series. This is the first example, in which circularly polarized luminescence was clearly observed from the excimer of a pair of perylene cores.

Original languageEnglish
Pages (from-to)14613-14616
Number of pages4
JournalChemistry - A European Journal
Volume24
Issue number55
DOIs
StatePublished - 2018/10/01

Keywords

  • chirality
  • circularly polarized luminescence
  • cyclodextrins
  • photochemistry
  • rotaxanes

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Organic Chemistry

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