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Palladium Catalyzed, Annulative Multiple C‐H Bond Activations of BODIPYs to Access π‐Extended Polycyclic Heteroaromatic Molecules with Deep Red Emissions and S elf ‐ aggregation Behaviors
Aromatic ring fusion on BODIPY core can effectively tune its electronic property, and red‐shift its absorption and emission wavelength. In this work, we report that a one‐pot Pd(II) catalyzed multiple C−H activation to access acenaphtho[ b ]‐fused BODIPYs though the reaction of α , β ‐unsubstituted‐...
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| Published in: | Chemistry : a European journal 2023-06, Vol.29 (35) |
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| Main Authors: | , , , , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c849-40a49e0985fd8bc21bd9ca137e7055e1e150d81f10088cb90723e22f9221b52a3 |
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| cites | cdi_FETCH-LOGICAL-c849-40a49e0985fd8bc21bd9ca137e7055e1e150d81f10088cb90723e22f9221b52a3 |
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| container_issue | 35 |
| container_start_page | |
| container_title | Chemistry : a European journal |
| container_volume | 29 |
| creator | Miao, Wei Gan, Rui Liu, Wanxiao Guo, Xing Wu, Qinghua Wei, Ying Yu, Changjiang Hao, Erhong Jiao, Lijuan |
| description | Aromatic ring fusion on BODIPY core can effectively tune its electronic property, and red‐shift its absorption and emission wavelength. In this work, we report that a one‐pot Pd(II) catalyzed multiple C−H activation to access acenaphtho[
b
]‐fused BODIPYs though the reaction of
α
,
β
‐unsubstituted‐BODIPYs and 1,8‐dibromonaphthalenes. These newly synthesized acenaphtho[
b
]‐fused BODIPYs revealed intensified deep red absorptions (639–669 nm) and emissions (643–683 nm), with high fluorescence quantum yields (0.53–0.84) in dichloromethane. Notably, these acenaphtho[
b
]‐fused BODIPYs exhibited well‐defined self‐aggregation behavior in water/THF mixture, and for instance, the absorption of
3 a
was red‐shifted by 53 nm to 693 nm after forming aggregates. |
| doi_str_mv | 10.1002/chem.202300449 |
| format | article |
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b
]‐fused BODIPYs though the reaction of
α
,
β
‐unsubstituted‐BODIPYs and 1,8‐dibromonaphthalenes. These newly synthesized acenaphtho[
b
]‐fused BODIPYs revealed intensified deep red absorptions (639–669 nm) and emissions (643–683 nm), with high fluorescence quantum yields (0.53–0.84) in dichloromethane. Notably, these acenaphtho[
b
]‐fused BODIPYs exhibited well‐defined self‐aggregation behavior in water/THF mixture, and for instance, the absorption of
3 a
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b
]‐fused BODIPYs though the reaction of
α
,
β
‐unsubstituted‐BODIPYs and 1,8‐dibromonaphthalenes. These newly synthesized acenaphtho[
b
]‐fused BODIPYs revealed intensified deep red absorptions (639–669 nm) and emissions (643–683 nm), with high fluorescence quantum yields (0.53–0.84) in dichloromethane. Notably, these acenaphtho[
b
]‐fused BODIPYs exhibited well‐defined self‐aggregation behavior in water/THF mixture, and for instance, the absorption of
3 a
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b
]‐fused BODIPYs though the reaction of
α
,
β
‐unsubstituted‐BODIPYs and 1,8‐dibromonaphthalenes. These newly synthesized acenaphtho[
b
]‐fused BODIPYs revealed intensified deep red absorptions (639–669 nm) and emissions (643–683 nm), with high fluorescence quantum yields (0.53–0.84) in dichloromethane. Notably, these acenaphtho[
b
]‐fused BODIPYs exhibited well‐defined self‐aggregation behavior in water/THF mixture, and for instance, the absorption of
3 a
was red‐shifted by 53 nm to 693 nm after forming aggregates.</abstract><doi>10.1002/chem.202300449</doi><orcidid>https://orcid.org/0000-0002-3895-9642</orcidid></addata></record> |
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| source | Wiley-Blackwell Read & Publish Collection |
| title | Palladium Catalyzed, Annulative Multiple C‐H Bond Activations of BODIPYs to Access π‐Extended Polycyclic Heteroaromatic Molecules with Deep Red Emissions and S elf ‐ aggregation Behaviors |
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