Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies
A series of carbazole-thiophene dimers, P1–P9, were synthesized using Suzuki-Miyaura and Ullmann coupling reactions. In P1–P9, carbazole-thiophenes were linked at the N-9 position for different core groups via biphenyl, dimethylbiphenyl, and phenyl. Electronic properties were evaluated by UV-Vis, cy...
Saved in:
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2016-01-01
|
| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2016/9360230 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832562100524810240 |
|---|---|
| author | E. F. Damit N. Nordin A. Ariffin K. Sulaiman |
| author_facet | E. F. Damit N. Nordin A. Ariffin K. Sulaiman |
| author_sort | E. F. Damit |
| collection | DOAJ |
| description | A series of carbazole-thiophene dimers, P1–P9, were synthesized using Suzuki-Miyaura and Ullmann coupling reactions. In P1–P9, carbazole-thiophenes were linked at the N-9 position for different core groups via biphenyl, dimethylbiphenyl, and phenyl. Electronic properties were evaluated by UV-Vis, cyclic voltammogram, and theoretical calculations. Particularly, the effects of conjugation connectivity on photophysical and electrochemical properties, as well as the correlation between carbazole-thiophene and the core, were studied. Carbazole connecting with thiophenes at the 3,6-positions and the phenyl group as a core group leads to increased stabilization of HOMO and LUMO energy levels where the bandgap (ΔE) is significantly reduced. |
| format | Article |
| id | doaj-art-277817b2681e45919aab51fbee0f9c27 |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2016-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-277817b2681e45919aab51fbee0f9c272025-02-03T01:23:23ZengWileyJournal of Chemistry2090-90632090-90712016-01-01201610.1155/2016/93602309360230Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational StudiesE. F. Damit0N. Nordin1A. Ariffin2K. Sulaiman3Chemistry Department, Science Faculty, University of Malaya, 50603 Kuala Lumpur, MalaysiaChemistry Department, Science Faculty, University of Malaya, 50603 Kuala Lumpur, MalaysiaChemistry Department, Science Faculty, University of Malaya, 50603 Kuala Lumpur, MalaysiaPhysic Department, Science Faculty, University of Malaya, 50603 Kuala Lumpur, MalaysiaA series of carbazole-thiophene dimers, P1–P9, were synthesized using Suzuki-Miyaura and Ullmann coupling reactions. In P1–P9, carbazole-thiophenes were linked at the N-9 position for different core groups via biphenyl, dimethylbiphenyl, and phenyl. Electronic properties were evaluated by UV-Vis, cyclic voltammogram, and theoretical calculations. Particularly, the effects of conjugation connectivity on photophysical and electrochemical properties, as well as the correlation between carbazole-thiophene and the core, were studied. Carbazole connecting with thiophenes at the 3,6-positions and the phenyl group as a core group leads to increased stabilization of HOMO and LUMO energy levels where the bandgap (ΔE) is significantly reduced.http://dx.doi.org/10.1155/2016/9360230 |
| spellingShingle | E. F. Damit N. Nordin A. Ariffin K. Sulaiman Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies Journal of Chemistry |
| title | Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies |
| title_full | Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies |
| title_fullStr | Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies |
| title_full_unstemmed | Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies |
| title_short | Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies |
| title_sort | synthesis of novel derivatives of carbazole thiophene their electronic properties and computational studies |
| url | http://dx.doi.org/10.1155/2016/9360230 |
| work_keys_str_mv | AT efdamit synthesisofnovelderivativesofcarbazolethiophenetheirelectronicpropertiesandcomputationalstudies AT nnordin synthesisofnovelderivativesofcarbazolethiophenetheirelectronicpropertiesandcomputationalstudies AT aariffin synthesisofnovelderivativesofcarbazolethiophenetheirelectronicpropertiesandcomputationalstudies AT ksulaiman synthesisofnovelderivativesofcarbazolethiophenetheirelectronicpropertiesandcomputationalstudies |