Jump to main content
Jump to site search

Issue 16, 2017
Previous Article Next Article

Synthesis, photophysical properties and DFT analysis of highly substituted pyrido carbazole-based “push pull” chromophores

Author affiliations

Abstract

A series of new fluorescent pyrido[2,3-a]carbazole derivatives were synthesized in excellent yield through an efficient and single step strategy based on a four-component reaction with 2,3,4,9-tetrahydro-1H-carbazol-1-one, malononitrile, and aryl/heteroaryl aldehydes as synthetic inputs and sodium ethoxide (NaOEt) as a catalyst in methanol under reflux conditions. The structures of the compounds were established by FT-IR, 1H NMR, 13C NMR, X-ray diffraction and elemental analysis. The photophysical features of the synthesized compounds 5(a–q) containing “push–pull” scaffolds are investigated and reported with the aim of achieving good fluorescent materials. The UV-vis absorption and fluorescence emission of the compounds were studied in solvents of varying polarities and showed an increase in the solvent polarity, which led to an increase in the Stokes shift. This study revealed that the investigated compounds are highly fluorescent molecules (Φfl = 0.27–0.65) with lifetimes in the range of 7–9 ns. Furthermore, we analyzed for band gap energy associated with HOMO–LUMO, through DFT studies.

Graphical abstract: Synthesis, photophysical properties and DFT analysis of highly substituted pyrido carbazole-based “push pull” chromophores

Back to tab navigation

Supplementary files

Publication details

The article was received on 23 Feb 2017, accepted on 28 Jun 2017 and first published on 29 Jun 2017


Article type: Paper
DOI: 10.1039/C7NJ00643H
Citation: New J. Chem., 2017,41, 8242-8252
  •   Request permissions

    Synthesis, photophysical properties and DFT analysis of highly substituted pyrido carbazole-based “push pull” chromophores

    K. Murali, H. A. Sparkes, B. V. Pandiyan and K. J. Rajendra Prasad, New J. Chem., 2017, 41, 8242
    DOI: 10.1039/C7NJ00643H

Search articles by author

Spotlight

Advertisements