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Rhodium(I)-Catalyzed Direct Carboxylation of Arenes with CO2 via Chelation-Assisted C−H Bond Activation
Abstract
Rh-catalyzed direct carboxylation of unactivated aryl C-H bond under atmospheric pressure of carbon dioxide was realized via chelation-assisted C-H activation for the first time. Variously substituted and functionalized 2-arylpyridines and 1-arylpyrazoles underwent the carboxylation in the presence of the rhodium catalyst and a stoichiometric methylating reagent, AlMe(2)(OMe), to give carboxylated products in good yields. The catalysis is proposed to consist of methylrhodium(I) species as the key intermediate, which undergoes C-H activation to afford rhodium(III), followed by reductive elimination of methane to give nucleophilic arylrhodium(I). This approach demonstrates promising application of C-H bond activation strategy in the field of carbon dioxide fixation.
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Cited by
Catalytic conversion of carbon dioxide to carboxylic acid derivatives
Liu, A., Yu, B., & He, L. (2015) · Greenhouse Gases Science and Technology · doi:10.1002/ghg.1461 · Cited by 57
Metadata
- Authors
- Mizuno, H., Takaya, J., & Iwasawa, N.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2010-12-30
- Volume
- 133
- Issue
- 5
- Pages
- 1251-1253
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2325601647
- Cited by
- 320
- References
- 0
- FWCI
- 13.81
- Type
- journal article
- Language
- en
- Open access
- closed
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- Mizuno, H., Takaya, J., & Iwasawa, N. (2011). Rhodium(I)-Catalyzed Direct Carboxylation of Arenes with CO2 via Chelation-Assisted C−H Bond Activation. Journal of the American Chemical Society. https://doi.org/10.1021/ja109097z
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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