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Practical Aerobic Oxidations of Alcohols and Amines with Homogeneous Copper/TEMPO and Related Catalyst Systems
Open accessAbstract
Oxidations of alcohols and amines are common reactions in the synthesis of organic molecules in the laboratory and industry. Aerobic oxidation methods have long been sought for these transformations, but few practical methods exist that offer advantages over traditional oxidation methods. Recently developed homogeneous Cu/TEMPO (TEMPO=2,2,6,6‐tetramethylpiperidinyl‐N‐oxyl) and related catalyst systems appear to fill this void. The reactions exhibit high levels of chemoselectivity and broad functional‐group tolerance, and they often operate efficiently at room temperature with ambient air as the oxidant. These advances, together with their historical context and recent applications, are highlighted in this Minireview.
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Citations
Cited by
3d Transition Metals for C–H Activation
Gandeepan, P., Müller, T., Zell, D., Cera, G., Warratz, S., & Ackermann, L. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00507 · Cited by 2,332
McCann, S. D., & Stahl, S. S. (2015) · Accounts of Chemical Research · doi:10.1021/acs.accounts.5b00060 · Cited by 553
Self-citationCooperative electrocatalytic alcohol oxidation with electron-proton-transfer mediators
Badalyan, A., & Stahl, S. S. (2016) · Nature · doi:10.1038/nature18008 · Cited by 538
Self-citationRecent Advances in Aerobic Oxidation of Alcohols and Amines to Imines
Chen, B., Wang, L., & Gao, S. (2015) · ACS Catalysis · doi:10.1021/acscatal.5b01479 · Cited by 531
Water oxidation using earth-abundant transition metal catalysts: opportunities and challenges
Kärkäs, M. D., & Åkermark, B. (2016) · Dalton Transactions · doi:10.1039/c6dt00809g · Cited by 257
Metadata
- Authors
- Ryland, B. L., & Stahl, S. S.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2014-07-07
- Volume
- 53
- Issue
- 34
- Pages
- 8824-8838
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2158341036
- Cited by
- 596
- References
- 0
- FWCI
- 28.91
- Type
- journal article
- Language
- en
- Open access
- green
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- Ryland, B. L., & Stahl, S. S. (2014). Practical Aerobic Oxidations of Alcohols and Amines with Homogeneous Copper/TEMPO and Related Catalyst Systems. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201403110
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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.
