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...
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Format: | Article |
Language: | English |
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Hindawi Publishing Corporation
2016
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Online Access: | http://eprints.um.edu.my/17496/1/DamitEF_%282016%29.pdf |
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author | Damit, E.F. Nordin, N. Ariffin, Azhar Sulaiman, K. |
author_facet | Damit, E.F. Nordin, N. Ariffin, Azhar Sulaiman, K. |
author_sort | Damit, E.F. |
collection | UM |
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 () is significantly reduced. |
first_indexed | 2024-03-06T05:42:41Z |
format | Article |
id | um.eprints-17496 |
institution | Universiti Malaya |
language | English |
last_indexed | 2024-03-06T05:42:41Z |
publishDate | 2016 |
publisher | Hindawi Publishing Corporation |
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spelling | um.eprints-174962019-08-27T06:18:18Z http://eprints.um.edu.my/17496/ Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies Damit, E.F. Nordin, N. Ariffin, Azhar Sulaiman, K. QC Physics QD Chemistry 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 () is significantly reduced. Hindawi Publishing Corporation 2016 Article PeerReviewed application/pdf en http://eprints.um.edu.my/17496/1/DamitEF_%282016%29.pdf Damit, E.F. and Nordin, N. and Ariffin, Azhar and Sulaiman, K. (2016) Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies. Journal of Chemistry, 2016. pp. 1-14. ISSN 2090-9063, DOI https://doi.org/10.1155/2016/9360230 <https://doi.org/10.1155/2016/9360230>. http://dx.doi.org/10.1155/2016/9360230 doi:10.1155/2016/9360230 |
spellingShingle | QC Physics QD Chemistry Damit, E.F. Nordin, N. Ariffin, Azhar Sulaiman, K. Synthesis of Novel Derivatives of Carbazole-Thiophene, Their Electronic Properties, and Computational Studies |
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 |
topic | QC Physics QD Chemistry |
url | http://eprints.um.edu.my/17496/1/DamitEF_%282016%29.pdf |
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