Toward a Formyl‐to‐Phenyl Conversion: An Unexpected Photochemical Fulvene Rearrangement
Abstract: Toward a conversion of aldehydes into arenes, we designed a sequence involving the initial reaction of an aldehyde to give a fulvene, followed by photochemical and platinum‐catalyzed rearrangements into a Dewar benzene derivative, which finally isomerizes into the targeted arene. While computational studies support the plausibility of this route, we found that fulvene irradiation resulted in an unexpected isomerization into a spiro[2.4]heptadiene. This unusual photorearrangement has been investigated mechanistically and provides access to a variety of spiro[2.4]heptadienes with different substituents.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Toward a Formyl‐to‐Phenyl Conversion: An Unexpected Photochemical Fulvene Rearrangement ; day:18 ; month:07 ; year:2023 ; extent:7
Angewandte Chemie / International edition. International edition ; (18.07.2023) (gesamt 7)
- Creator
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Lindner, Monika M.
Alachraf, M. Wasim
Mitschke, Benjamin
Schulze, Philipp
Leutzsch, Markus
List, Benjamin
- DOI
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10.1002/anie.202303119
- URN
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urn:nbn:de:101:1-2023071815233815793197
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:46 AM CEST
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Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Lindner, Monika M.
- Alachraf, M. Wasim
- Mitschke, Benjamin
- Schulze, Philipp
- Leutzsch, Markus
- List, Benjamin
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