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Mechanistic Study of Alcohol Oxidation by the Pd(OAc)2/O2/DMSO Catalyst System and Implications for the Development of Improved Aerobic Oxidation Catalysts
Abstract
The Pd(OAc)2/O2/DMSO catalyst system displays impressive versatility in the aerobic oxidation of organic substrates, ranging from alcohols to olefins. This report details mechanistic insights into these reactions. Dimethyl sulfoxide (DMSO) plays no redox role in the chemistry, and kinetic experiments identify the turnover-limiting step as DMSO-promoted oxidation of palladium(0) by molecular oxygen. The "chemical oxidase" pathway characterized for this catalyst system holds great promise for the design of new aerobic oxidation reactions.
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Cites
The Mononuclear Molybdenum Enzymes
Hille, R. (1996) · Chemical Reviews · doi:10.1021/cr950061t · Cited by 1,501
Cited by
Mori, K., Hara, T., Mizugaki, T., Ebitani, K., & Kaneda, K. (2004) · Journal of the American Chemical Society · doi:10.1021/ja0488683 · Cited by 939
Metadata
- Authors
- Steinhoff, B. A., Fix, S. R., & Stahl, S. S.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2002-01-12
- Volume
- 124
- Issue
- 5
- Pages
- 766-767
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2054085419
- Cited by
- 328
- References
- 1
- FWCI
- 17.84
- Type
- journal article
- Language
- en
- Open access
- closed
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- Steinhoff, B. A., Fix, S. R., & Stahl, S. S. (2002). Mechanistic Study of Alcohol Oxidation by the Pd(OAc)2/O2/DMSO Catalyst System and Implications for the Development of Improved Aerobic Oxidation Catalysts. Journal of the American Chemical Society. https://doi.org/10.1021/ja016806w
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.