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Alkynylboration Reaction Leading to Boron-Containing π-Extended cis-Stilbenes as a Highly Tunable Fluorophore.

Marina NogamiKeiichi HiranoKensuke MorimotoMasaru TaniokaKazunori MiyamotoAtsuya MuranakaMasanobu Uchiyama
Published in: Organic letters (2019)
An unprecedented boron-containing fluorophore, π-extended cis-stilbene, obtained via alkynylboration reaction of alkynamide is reported. Boron-containing π-extended cis-stilbenes emit fluorescence with high quantum yields in the solid state and exhibit aggregation-induced emission enhancement. The broad substrate scope of the alkynylboration reaction offers facile access to electronically diverse structures, enabling fine-tuning of light absorption/emission characteristics. The boron-containing π-extended cis-stilbene with a diphenylamino group displays solvatofluorochromism via an intramolecular charge-transfer transition.
Keyphrases
  • solid state
  • energy transfer
  • fluorescent probe
  • air pollution
  • high resolution
  • quantum dots
  • molecular dynamics
  • mass spectrometry
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