Carbazole- and Triphenylamine-Substituted Pyrimidines: Synthesis and Photophysical Properties

Molecules. 2019 May 5;24(9):1742. doi: 10.3390/molecules24091742.

Abstract

A series of pyrimidine derivatives bearing one, two or three triphenylamine/9-ethylcarbazole substituents has been synthesized by Suzuki cross-coupling reaction. All compounds showed absorption bands in the UV region and the emission of violet-blue light upon irradiation. Protonation led to quenching of the fluorescence, although some derivatives remained luminescent with the appearance of a new red-shifted band in the spectra. Accurate control of the amount of acid enabled white photoluminescence to be obtained both in solution and in solid state.

Keywords: fluorescence; intramolecular charge transfer; pyrimidines; white-light emission.

MeSH terms

  • Carbazoles / chemistry*
  • Fluorescence
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / pharmacology
  • Molecular Structure
  • Pyrimidines / chemical synthesis*
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology

Substances

  • Carbazoles
  • Fluorescent Dyes
  • Pyrimidines