Pyrrolizine-3-ones: Synthesis and evaluation of photophysical properties


Isik Tasgin D., Bayraktar I.

Synthetic Communications, cilt.54, sa.3, ss.216-228, 2024 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 54 Sayı: 3
  • Basım Tarihi: 2024
  • Doi Numarası: 10.1080/00397911.2023.2292699
  • Dergi Adı: Synthetic Communications
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica
  • Sayfa Sayıları: ss.216-228
  • Anahtar Kelimeler: fluorescence, large stokes shift, photophysical properties, pyrrolizinones, small-molecule organic dyes
  • Hacettepe Üniversitesi Adresli: Evet

Özet

We describe a synthetic approach for pyrrolizine-3-one derivatives and their photophysical properties. These compounds are prepared by a series of reactions employing the substituted pyrroles in one-pot, two-step oxidation, and intramolecular cyclization processes. The photophysical properties of the synthesized compounds were studied by using UV–Vis and fluorescence spectroscopy in different solvents. Maximum absorbance peaks were observed around 306–416 nm and maximum fluorescence emission around 603–614 nm and 465–498 nm for pyrrolyl and N-methyl pyrrolyl substituents, respectively. The introduction of a pyrrolyl substituent had a significant impact on the Stokes shifts (192–206 nm) and quantum yield values ranged from 0.002 to 0.046.