Core-modified N-confused pentaphyrin variants with adaptive (anti)aromaticity
The retrosynthetic design and syntheses of three unprecedented core-modified N-confused pentaphyrins (sapphyrins) possessing an E-ethylene bithiophene moiety with tunable Hückel (anti)aromaticity are reported. Solution-state spectroscopic analyses reveal the sustained E-conformation for the ethylen...
Gespeichert in:
| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
28 August 2025
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| In: |
Organic chemistry frontiers
Year: 2025, Jahrgang: 12, Heft: 24, Pages: 6885-6893 |
| ISSN: | 2052-4129 |
| DOI: | 10.1039/D5QO01088H |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/D5QO01088H Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2025/qo/d5qo01088h 
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| Verfasserangaben: | Manik Jana, Gunasekaran Velmurugan, Sumit Sahoo, Peter Comba and Harapriya Rath |
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| 520 | |a The retrosynthetic design and syntheses of three unprecedented core-modified N-confused pentaphyrins (sapphyrins) possessing an E-ethylene bithiophene moiety with tunable Hückel (anti)aromaticity are reported. Solution-state spectroscopic analyses reveal the sustained E-conformation for the ethylene moiety. All three N-confused pentaphyrins exhibited vis-NIR absorption. All possible stereoisomers of the S2N3 hybrid N-confused pentaphyrins 14-16 have been unravelled via thorough DFT studies. DFT studies support the Hückel π aromaticity of pentaphyrins 14 and 16 but π-antiaromaticity for 15. | ||
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