Synthesis of Novel meso-Indole- and meso-Triazatruxene-BODIPY Dyes

SADAK A. E., Goren A. C., BOZDEMİR Ö. A., SARAÇOĞLU N.

CHEMISTRYSELECT, cilt.2, sa.32, ss.10512-10516, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2 Sayı: 32
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1002/slct.201701897
  • Dergi Adı: CHEMISTRYSELECT
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.10512-10516
  • Anahtar Kelimeler: BODIPY, indole, Knoevenagel reaction, triazatruxene, trimer, UV-fluorecence, EFFICIENT ENERGY-TRANSFER, FLUORESCENT-PROBE, 2-PHOTON ABSORPTION, LIGHT, GENERATION, NANOPARTICLES, SENSOR, PHOTOSENSITIZER, COMPLEXES, EMISSION
  • Atatürk Üniversitesi Adresli: Evet

Özet

In this study, the effects of the heteroaromatic indole ring on the chemical and photophysical properties of BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) dyes were investigated. Four BODIPY derivatives with indole rings at the meso- position were synthesized and three of them were converted into the corresponding styryl-derivatives in reasonable yields. To obtain a more complex indole-based trimeric BODIPY derivative in the form of a triazatruxene, several attempts were made by using indole trimerization chemistry and the photophysical studies on the resulting triazatruxene-BODIPY dye revealed a solvent polarity dependent fluorescence behavior, which may be important in the prospective organic electronic applications.