Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation
This study introduces a newly synthesized Co(II) phthalocyanine complex (Co-Pc, <b>4</b>) incorporating two (mercapto-terphenyl)thio-dione substituents, along with a detailed exploration of its structural, spectroscopic, and binding characteristics. The key precursor, 4-[(4′′-mercapto-[1...
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MDPI AG
2025-06-01
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| author | Sevil Sener Nursel Acar-Selcuki |
| author_facet | Sevil Sener Nursel Acar-Selcuki |
| author_sort | Sevil Sener |
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| description | This study introduces a newly synthesized Co(II) phthalocyanine complex (Co-Pc, <b>4</b>) incorporating two (mercapto-terphenyl)thio-dione substituents, along with a detailed exploration of its structural, spectroscopic, and binding characteristics. The key precursor, 4-[(4′′-mercapto-[1,1′:4′,1′′-terphenyl]-4-yl)thio]phthalonitrile (compound <b>3</b>), was first obtained and subsequently used to construct the phthalocyanine macrocycle through cyclotetramerization in the presence of cobalt and zinc salts under heat and vacuum in dimethylformamide. The resulting compounds (<b>3</b> and <b>4</b>) were characterized using a comprehensive array of analytical techniques, including elemental analysis, UV–Vis spectroscopy, FT-IR, <sup>1</sup>H-NMR, and Q-TOF mass spectrometry. Additionally, density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations were employed to elucidate the electronic structure and geometrical features of Co-Pc <b>4</b>, providing theoretical support for the experimental findings. The integration of theoretical and experimental findings provides in-depth insight into the electronic behavior and reactivity of compound <b>4</b>, highlighting its promise as a candidate for photovoltaic applications. Further studies may investigate how structural modifications influence these properties, potentially leading to improved device performance. |
| format | Article |
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| language | English |
| publishDate | 2025-06-01 |
| publisher | MDPI AG |
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| spelling | doaj-art-4cc6911b4f2a4b4f84b58b0641049bcf2025-08-20T02:36:30ZengMDPI AGMolecules1420-30492025-06-013013269310.3390/molecules30132693Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational EvaluationSevil Sener0Nursel Acar-Selcuki1Department of Chemical Technology Program, Aliaga Vocational School, Ege University, Izmir 35040, TürkiyeDepartment of Chemistry, Faculty of Science, Ege University, Izmir 35100, TürkiyeThis study introduces a newly synthesized Co(II) phthalocyanine complex (Co-Pc, <b>4</b>) incorporating two (mercapto-terphenyl)thio-dione substituents, along with a detailed exploration of its structural, spectroscopic, and binding characteristics. The key precursor, 4-[(4′′-mercapto-[1,1′:4′,1′′-terphenyl]-4-yl)thio]phthalonitrile (compound <b>3</b>), was first obtained and subsequently used to construct the phthalocyanine macrocycle through cyclotetramerization in the presence of cobalt and zinc salts under heat and vacuum in dimethylformamide. The resulting compounds (<b>3</b> and <b>4</b>) were characterized using a comprehensive array of analytical techniques, including elemental analysis, UV–Vis spectroscopy, FT-IR, <sup>1</sup>H-NMR, and Q-TOF mass spectrometry. Additionally, density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations were employed to elucidate the electronic structure and geometrical features of Co-Pc <b>4</b>, providing theoretical support for the experimental findings. The integration of theoretical and experimental findings provides in-depth insight into the electronic behavior and reactivity of compound <b>4</b>, highlighting its promise as a candidate for photovoltaic applications. Further studies may investigate how structural modifications influence these properties, potentially leading to improved device performance.https://www.mdpi.com/1420-3049/30/13/2693metallophthalocyaninethiolterphenyldensity functional theory |
| spellingShingle | Sevil Sener Nursel Acar-Selcuki Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation Molecules metallophthalocyanine thiol terphenyl density functional theory |
| title | Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation |
| title_full | Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation |
| title_fullStr | Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation |
| title_full_unstemmed | Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation |
| title_short | Structure–Function Relationship of Novel Tetrakis (Mercapto-Terphenyl)Benzene Cobalt (II) Phthalocyanines: Synthesis and Computational Evaluation |
| title_sort | structure function relationship of novel tetrakis mercapto terphenyl benzene cobalt ii phthalocyanines synthesis and computational evaluation |
| topic | metallophthalocyanine thiol terphenyl density functional theory |
| url | https://www.mdpi.com/1420-3049/30/13/2693 |
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