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HERO ID
7946347
Reference Type
Journal Article
Title
Carboxylation of Benzylic and Aliphatic C-H Bonds with CO2 Induced by Light/Ketone/Nickel
Author(s)
Ishida, N; Masuda, Y; Imamura, Y; Yamazaki, K; Murakami, M
Year
2019
Is Peer Reviewed?
Yes
Journal
Journal of the American Chemical Society
ISSN:
0002-7863
EISSN:
1520-5126
Volume
141
Issue
50
Page Numbers
19611-19615
Language
English
PMID
31775498
DOI
10.1021/jacs.9b12529
Web of Science Id
WOS:000503917800019
Abstract
A photoinduced carboxylation reaction of benzylic and aliphatic C-H bonds with CO2 is developed. Toluene derivatives capture gaseous CO2 at the benzylic position to produce phenylacetic acid derivatives when irradiated with UV light in the presence of an aromatic ketone, a nickel complex, and potassium tert-butoxide. Cyclohexane reacts with CO2 to furnish cyclohexanecarboxylic acid under analogous reaction conditions. The present photoinduced carboxylation reaction provides a direct access from readily available hydrocarbons to the corresponding carboxylic acids with one carbon extension.
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