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Toward a Formyl‐to‐Phenyl Conversion: An Unexpected Photochemical Fulvene Rearrangement.
Toward a Formyl‐to‐Phenyl Conversion: An Unexpected Photochemical Fulvene Rearrangement.
- Source :
-
Angewandte Chemie International Edition . 8/28/2023, Vol. 62 Issue 35, p1-6. 6p. - Publication Year :
- 2023
-
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. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ALDEHYDES
*ISOMERIZATION
*AROMATIC compounds
*FULVENES
*BENZENE derivatives
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 62
- Issue :
- 35
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 170078919
- Full Text :
- https://doi.org/10.1002/anie.202303119