Synthesis and properties of thienonaphtho[]pyridines and thienonaphtho[]quinolines
The incorporation of heteroatoms within polycyclic aromatic compounds has gained significant interest due to its potential to effectively alter the inherent physicochemical properties of compounds without the need for profound structural changes. We herein report the development of a modular synthes...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2024-11, Vol.22 (43), p.8631-8648 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Vardanyan, Arpine Polkaehn, Jonas Bauder, Marie-Louis Villinger, Alexander Ehlers, Peter Langer, Peter |
| description | The incorporation of heteroatoms within polycyclic aromatic compounds has gained significant interest due to its potential to effectively alter the inherent physicochemical properties of compounds without the need for profound structural changes. We herein report the development of a modular synthesis of hitherto unknown thienonaphtho[
bc
]pyridines and thienonaphtho[
bc
]quinolines in very good yields by Brønsted acid mediated cycloisomerization, permitting selective access to two isomeric products that are isoelectronic to the parent dibenzopyrene. The photophysical and electrochemical properties of the desired compounds were extensively studied and further complemented by DFT calculations.
Thienonaphtho[
bc
]pyridines and -quinolines were prepared and their photophysical and electrochemical properties studied. |
| doi_str_mv | 10.1039/d4ob01023j |
| format | Article |
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bc
]pyridines and thienonaphtho[
bc
]quinolines in very good yields by Brønsted acid mediated cycloisomerization, permitting selective access to two isomeric products that are isoelectronic to the parent dibenzopyrene. The photophysical and electrochemical properties of the desired compounds were extensively studied and further complemented by DFT calculations.
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bc
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bc
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bc
]quinolines in very good yields by Brønsted acid mediated cycloisomerization, permitting selective access to two isomeric products that are isoelectronic to the parent dibenzopyrene. The photophysical and electrochemical properties of the desired compounds were extensively studied and further complemented by DFT calculations.
Thienonaphtho[
bc
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bc
]pyridines and thienonaphtho[
bc
]quinolines in very good yields by Brønsted acid mediated cycloisomerization, permitting selective access to two isomeric products that are isoelectronic to the parent dibenzopyrene. The photophysical and electrochemical properties of the desired compounds were extensively studied and further complemented by DFT calculations.
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bc
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| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2024-11, Vol.22 (43), p.8631-8648 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aromatic compounds Electrochemical analysis Electrochemistry Isomerization Modular structures Organic compounds Physicochemical properties Pyridines Quinolines Synthesis |
| title | Synthesis and properties of thienonaphtho[]pyridines and thienonaphtho[]quinolines |
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