A novel redox switch for fluorescence: Drastic UV-vis and fluorescence spectral changes upon electrolysis of a hexaphenylethane derivative of 10,10′-dimethylbiacridan

Takanori Suzuki, Akira Migita, Hiroki Higuchi, Hidetoshi Kawai, Kenshu Fujiwara, Takashi Tsuji

Research output: Contribution to journalArticle

59 Citations (Scopus)

Abstract

The newly prepared title donor 1 has a very long C-C bond [1.635(2) Å], which was readily cleaved upon oxidation to give dication 2 2+ containing two 10-methylacridinium chromophores. Colorless donor 1 (Eox +0.18 V) is non-fluorescent whereas orange dication 2 2+ (Ered -0.27 V) emits strong green fluorescence, so that, this pair can be considered as a novel redox switch for fluorescence with high electrochemical bistability.

Original languageEnglish
Pages (from-to)6837-6840
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number36
DOIs
Publication statusPublished - Sep 1 2003

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'A novel redox switch for fluorescence: Drastic UV-vis and fluorescence spectral changes upon electrolysis of a hexaphenylethane derivative of 10,10′-dimethylbiacridan'. Together they form a unique fingerprint.

Cite this