A RATIONAL SYNTHESIS OF A NOVEL IMIDAZO[4,5-f][1,10] PHENANTHROLINE TEMPLATED SCHIFF BASE: CHARACTERIZATION, PHOTOLUMINESCENCE AND DFT/TD-DFT STUDY


Karslıoğlu S., Demir S., Yilmaz H., Gördük S.

BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, cilt.31, ss.137-147, 2017 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 31
  • Basım Tarihi: 2017
  • Doi Numarası: 10.4314/bcse.v31i1.12
  • Dergi Adı: BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA
  • Sayfa Sayıları: ss.137-147

Özet

A new imidazo[4,5-f][1,10] phenanthroline (imp) derivative imidazo-N-5, N-6-bis((4-(1Himidazo[ 4,5-f][1,10] phenanthroline-2-yl) phenyl) methylene)-1,10-phenanthroline-5,6-diamine (impap) was synthesized in five steps starting from bare phenanthroline (phen) precursors. The novel compound was fully characterized by H-1-NMR, IR, elemental analysis and electrospray ionization mass spectroscopy (ESI-MS) techniques. Solid state emission spectrum of impap showed two distinct strong emission maxima with large Stokes shifts. The ground state gas phase geometry of impap was predicted by DFT calculations. Excited state properties of the molecule were examined through TD-DFT calculations conducted at the optimized geometry. Responsible transitions for the strong fluorescence of impap were assigned to single component charge transfer transitions with large oscillator strengths based on the ground state calculated molecular orbital contributions.