Cationic Axial Ligand Effects on Sulfur-Substituted Subphthalocyanines Article Swipe
Yusaku Ogura
,
Masahiro Nakano
,
Hajime Maeda
,
Masahito Segi
,
Taniyuki Furuyama
·
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.3390/molecules27092766
YOU?
·
· 2022
· Open Access
·
· DOI: https://doi.org/10.3390/molecules27092766
Herein, we report the synthesis of sulfur-substituted boron(III) subphthalocyanines (SubPcs) with cationic axial ligands. Subphthalocyanines were synthesized by a condensation reaction using the corresponding phthalonitriles and boron trichloride as a template. An aminoalkyl group was introduced on the central boron atom; this process was followed by N-methylation to introduce a cationic axial ligand. The peripheral sulfur groups shifted the Q band of SubPcs to a longer wavelength. The cationic axial ligands increased the polarity and enhanced the hydrophilicity of SubPcs. The effect of axial ligands on absorption and fluorescence properties is generally small. However, a further red shift was observed by introducing cationic axial ligands into the sulfur-substituted SubPcs. This change is similar to that in sulfur-substituted silicon(IV) phthalocyanines. The unique effect of the cationic axial ligand was extensively investigated by theoretical calculations and electrochemistry. In particular, the precise oxidation potential was determined using ionization potential measurements. Thus, the results of the present study provide a novel strategy for developing functional dyes and pigments based on SubPcs.
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- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.3390/molecules27092766
- https://www.mdpi.com/1420-3049/27/9/2766/pdf?version=1650977844
- OA Status
- gold
- Cited By
- 4
- References
- 43
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4224438948
All OpenAlex metadata
Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W4224438948Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.3390/molecules27092766Digital Object Identifier
- Title
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Cationic Axial Ligand Effects on Sulfur-Substituted SubphthalocyaninesWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2022Year of publication
- Publication date
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2022-04-26Full publication date if available
- Authors
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Yusaku Ogura, Masahiro Nakano, Hajime Maeda, Masahito Segi, Taniyuki FuruyamaList of authors in order
- Landing page
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https://doi.org/10.3390/molecules27092766Publisher landing page
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https://www.mdpi.com/1420-3049/27/9/2766/pdf?version=1650977844Direct link to full text PDF
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YesWhether a free full text is available
- OA status
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goldOpen access status per OpenAlex
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https://www.mdpi.com/1420-3049/27/9/2766/pdf?version=1650977844Direct OA link when available
- Concepts
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Cationic polymerization, Chemistry, Ligand (biochemistry), Boron, Sulfur, Photochemistry, Polymer chemistry, Organic chemistry, Biochemistry, ReceptorTop concepts (fields/topics) attached by OpenAlex
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4Total citation count in OpenAlex
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2025: 2, 2023: 1, 2022: 1Per-year citation counts (last 5 years)
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43Number of works referenced by this work
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10Other works algorithmically related by OpenAlex
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