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Metalloporphyrin-based oxidation systems: from biomimetic reactions to application in organic synthesis
Abstract
The oxidation of organic substrates catalyzed by metalloporphyrins constitutes a major class of biomimetic oxidation reactions used in modern synthetic chemistry. Ruthenium porphyrins are among the most extensively studied metalloporphyrin oxidation catalysts. This article provides a brief outline of the metalloporphyrin-based oxidation systems and is focused on the oxidation reactions catalyzed by ruthenium porphyrins performed in the author's laboratory. A series of ruthenium porphyrin catalysts, including those immobilized onto insoluble supports and covalently attached to soluble supports, promote the oxidation of a wide variety of organic substrates such as styrenes, cycloalkenes, alpha,beta-unsaturated ketones, steroids, benzylic hydrocarbons and arenes with 2,6-dichloropyridine-N-oxide or air in up to >99% yields, with high regio-, chemo- and/or stereoselectivity, and with product turnovers of up to 3.0x10(4), demonstrating the potential application of ruthenium porphyrin-based oxidation systems in organic syntheses.
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Cites
Multicopper oxidases and oxygenases
Solomon, E. I., Sundaram, U. M., & Machonkin, T. E. (1996) · Chemical Reviews · doi:10.1021/cr950046o · Cited by 3,664
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Porous Polymers as Multifunctional Material Platforms toward Task‐Specific Applications
Wu, J., Xu, F., Li, S., Ma, P., Zhang, X., Liu, Q., Fu, R., & Wu, D. (2019) · Advanced Materials · doi:10.1002/adma.201802922 · Cited by 555
3D Porphyrin-Based Covalent Organic Frameworks
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Metadata
- Authors
- Che, C.-M., & Huang, J.-S.
- Venue
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2009
- Issue
- 27
- Pages
- 3996
- ISSN
- 1359-7345 (ISSN-L)
- 1364-548X
- OpenAlex
- W2090038990
- Cited by
- 223
- References
- 1
- FWCI
- 11.19
- Type
- journal article
- Language
- en
- Open access
- closed
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