Dinitriles bearing AIE-active moieties: Synthesis, E/Z isomerization, and fluorescence properties

Thiago Teixeira Tasso, Taniyuki Furuyama, Nagao Kobayashi

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

Dinitriles bearing aggregation-induced emission (AIE)-active moieties [tetraphenylethylene (TPE) or diphenylphenanthrene (DPP)] were prepared. Compounds 4 (TPElinked) and 8 (DPP-linked) showed considerably redshifted emission resulting from their large Stokes shifts and also strong fluorescence in the aggregated and solid states. Pure E and Z stereoisomers of both dinitriles were easily separated, and their isomerization equilibria and fluorescence properties were investigated. In addition to their pronounced AIEE behavior, 4 and 8 also showed various reversible chromic responses to external stimuli, namely, solvato-, piezo-, vapo-, and thermochromism, which make them potential candidates for smart materials.

Original languageEnglish
Pages (from-to)4817-4824
Number of pages8
JournalChemistry - A European Journal
Volume21
Issue number12
DOIs
Publication statusPublished - 2015 Mar 16

Keywords

  • Aggregation
  • Cyanides
  • Dyes/pigments
  • Fluorescence
  • Solvatochromism

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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