Molbank (Feb 2023)

4,4-Difluoro-3-(3-phenylisoxazol-5-yl)-8-trifluoromethyl-5-(naphthalen-2-yl)-4-bora-3a,4a-diaza-<i>s</i>-indacene

  • Elena F. Sagitova,
  • Olga V. Petrova,
  • Denis N. Tomilin,
  • Igor A. Ushakov,
  • Lyubov N. Sobenina,
  • Boris A. Trofimov

DOI
https://doi.org/10.3390/M1595
Journal volume & issue
Vol. 2023, no. 1
p. M1595

Abstract

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The title compound, 4,4-difluoro-3-(3-phenylisoxazol-5-yl)-8-trifluoromethyl-5-(2-naphthalen-2-yl)-4-bora-3a,4a-diaza-s-indacene (1), was synthesized for the first time in a 62% yield by the P2O5-promoted condensation of 2,2,2-trifluoro-1-[5-(naphthalen-2-yl)-1H-pyrrol-2-yl]-ethan-1-ol (2) with 3-phenyl-5-(1H-pyrrol-2-yl)isoxazole (3) followed by the oxidation of dipyrromethane 4 and the complexation of dipyrromethene thus formed with BF3. The product fluoresces in a long wave region (651–662 nm) with a high quantum yield (0.49–0.61).

Keywords