A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study
A new imidazo[4,5-f][1,10]phenanthroline (imp) derivative imidazo-N5,N6-bis((4-(1H-imidazo[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 charact...
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| Format: | Article |
| Language: | English |
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Chemical Society of Ethiopia
2017-07-01
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| Series: | Bulletin of the Chemical Society of Ethiopia |
| Subjects: | |
| Online Access: | https://www.ajol.info/index.php/bcse/article/view/158848 |
| _version_ | 1818758894166474752 |
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| author | S. Karslıoğlu S. Demir H. Yılmaz S. Gördük |
| author_facet | S. Karslıoğlu S. Demir H. Yılmaz S. Gördük |
| author_sort | S. Karslıoğlu |
| collection | DOAJ |
| description | A new imidazo[4,5-f][1,10]phenanthroline (imp) derivative imidazo-N5,N6-bis((4-(1H-imidazo[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 1H-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. |
| first_indexed | 2024-12-18T06:34:05Z |
| format | Article |
| id | doaj.art-5844508c19c043cdbbac6296542af6ee |
| institution | Directory Open Access Journal |
| issn | 1011-3924 1726-801X |
| language | English |
| last_indexed | 2024-12-18T06:34:05Z |
| publishDate | 2017-07-01 |
| publisher | Chemical Society of Ethiopia |
| record_format | Article |
| series | Bulletin of the Chemical Society of Ethiopia |
| spelling | doaj.art-5844508c19c043cdbbac6296542af6ee2022-12-21T21:17:49ZengChemical Society of EthiopiaBulletin of the Chemical Society of Ethiopia1011-39241726-801X2017-07-01311137147http://dx.doi.org/10.4314/bcse.v31i1.12A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT studyS. KarslıoğluS. DemirH. YılmazS. GördükA new imidazo[4,5-f][1,10]phenanthroline (imp) derivative imidazo-N5,N6-bis((4-(1H-imidazo[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 1H-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.https://www.ajol.info/index.php/bcse/article/view/158848TD-DFTPhotoluminescenceStokes shift1Imidazo[4Phenanthroline10-phenanthroline-56-dione5-f][110]phenanthroline |
| spellingShingle | S. Karslıoğlu S. Demir H. Yılmaz S. Gördük A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study Bulletin of the Chemical Society of Ethiopia TD-DFT Photoluminescence Stokes shift 1 Imidazo[4 Phenanthroline 10-phenanthroline-5 6-dione 5-f][1 10]phenanthroline |
| title | A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study |
| title_full | A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study |
| title_fullStr | A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study |
| title_full_unstemmed | A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study |
| title_short | A rational synthesis of a novel imidazo[4,5-f][1,10]phenanthroline templated Schiff base: Characterization, photoluminescence and DFT/TD-DFT study |
| title_sort | rational synthesis of a novel imidazo 4 5 f 1 10 phenanthroline templated schiff base characterization photoluminescence and dft td dft study |
| topic | TD-DFT Photoluminescence Stokes shift 1 Imidazo[4 Phenanthroline 10-phenanthroline-5 6-dione 5-f][1 10]phenanthroline |
| url | https://www.ajol.info/index.php/bcse/article/view/158848 |
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