Beilstein Journal of Organic Chemistry (Oct 2017)

Curcuminoid–BF2 complexes: Synthesis, fluorescence and optimization of BF2 group cleavage

  • Henning Weiss,
  • Jeannine Reichel,
  • Helmar Görls,
  • Kilian Rolf Anton Schneider,
  • Mathias Micheel,
  • Michael Pröhl,
  • Michael Gottschaldt,
  • Benjamin Dietzek,
  • Wolfgang Weigand

DOI
https://doi.org/10.3762/bjoc.13.223
Journal volume & issue
Vol. 13, no. 1
pp. 2264 – 2272

Abstract

Read online

Eight difluoroboron complexes of curcumin derivatives carrying alkyne groups containing substituents have been synthesized following an optimised reaction pathway. The complexes were received in yields up to 98% and high purities. Their properties as fluorescent dyes have been investigated. Furthermore, a strategy for the hydrolysis of the BF2 group has been established using aqueous methanol and sodium hydroxide or triethylamine.

Keywords