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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Main Authors: Damit, E.F., Nordin, N., Ariffin, Azhar, Sulaiman, K.
Format: Article
Language:English
Published: Hindawi Publishing Corporation 2016
Subjects:
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.
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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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