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Phosphinoyl Radicals: Structure and Reactivity. A Laser Flash Photolysis and Time-Resolved ESR Investigation
Abstract
The photochemistry of a series of bis(acyl)phosphine oxides and the rate constants of the reactions of their phosphorus radicals with n -butylacrylate, thiophenol, bromotrichloromethane, oxygen, and methyl viologen have been investigated by laser flash photolysis. The results were compared to a mono(acyl)phosphine oxide ((2,4,6-trimethylbenzoyl)diphenylphosphine oxide). The variation in reactivity of the different phosphorus radicals was correlated with the degree of radical localization and s-character on the phosphorus atom, as reflected by the 31 P hyperfine coupling constant, which was measured by time-resolved ESR. High 31 P hyperfine splitting is observed for high degree of spin localization in a σ-orbital. It was shown that typical radical reactions (addition to monomers and oxygen, and atom abstractions) correlate well with the 31 P hyperfine coupling. An inverse correlation was observed for electron-transfer reactions (reduction of methyl viologen), were a higher p-character of a localized orbital enhances the reaction.
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Cited by
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Ligon, S. C., Husár, B., Wutzel, H., Holman, R., & Liska, R. (2014) · Chemical Reviews · doi:10.1021/cr3005197 · Cited by 721
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
Cai, Z., Wan, Y., Becker, M. L., Long, Y.-Z., & Dean, D. (2019) · Biomaterials · doi:10.1016/j.biomaterials.2019.03.038 · Cited by 133
Metadata
- Authors
- Jockusch, S., & Turro, N. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1998-11-01
- Volume
- 120
- Issue
- 45
- Pages
- 11773-11777
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2123718014
- Cited by
- 160
- References
- 0
- FWCI
- 2.38
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Phosphinoyl Radicals: Structure and Reactivity. A Laser Flash Photolysis and Time-Resolved ESR Investigation. https://app.cochat.ai/papers/10.1021/ja982463z
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- Jockusch, S., & Turro, N. J. (1998). Phosphinoyl Radicals: Structure and Reactivity. A Laser Flash Photolysis and Time-Resolved ESR Investigation. Journal of the American Chemical Society. https://doi.org/10.1021/ja982463z
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