Cyclodextrin-Isolated Alkynylpyrenes as UV-Stable and Blue-Light-Emitting Molecules even in Condensed States

Masahiko Inouye*, Atsushi Yoshizawa, Mari Shibata, Yuki Yonenaga, Kazuhisa Fujimoto, Takuma Sakata, Shinya Matsumoto, Motoo Shiro

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

Encapsulation of highly emissive alkynylpyrenes with permethylated α-cyclodextrin (PM-α-CD) followed by capping reaction yielded alkynylpyrene-based [3]rotaxanes. The [3]rotaxane emitted only blue light of monomeric pyrene under various circumstances such as lipophilic, hydrophilic, and even condensed states and exhibited extremely high stability for UV irradiation. These properties would result because PM-α-CD, like bulletproof glass, protected the alkynylpyrene core from the attack of another excited alkynylpyrene and singlet oxygen generated by the energy transfer from the excited alkynylpyrene.

Original languageEnglish
Pages (from-to)1960-1963
Number of pages4
JournalOrganic Letters
Volume18
Issue number9
DOIs
StatePublished - 2016/05/06

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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