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Metal-Free Ring-Opening Metathesis Polymerization
Open accessAbstract
We have developed a method to achieve ring-opening metathesis polymerization (ROMP) mediated by oxidation of organic initiators in the absence of any transition metals. Radical cations, generated via one-electron oxidation of vinyl ethers, were found to react with norbornene to give polymeric species with microstructures essentially identical to those traditionally obtained via metal-mediated ROMP. We found that vinyl ether oxidation could be accomplished under mild conditions using an organic photoredox mediator. This led to high yields of polymer and generally good correlation between M(n) values and initial monomer to catalyst loadings. Moreover, temporal control over reinitiation of polymer growth was achieved during on/off cycles of light exposure. This method demonstrates the first metal-free method for controlled ROMP.
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Cited by
Light-Controlled Radical Polymerization: Mechanisms, Methods, and Applications
Chen, M., Zhong, M., & Johnson, J. A. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00671 · Cited by 1,202
Approaches to Sustainable and Continually Recyclable Cross-Linked Polymers
Fortman, D. J., Brutman, J. P., De Hoe, G. X., Snyder, R. L., Dichtel, W. R., & Hillmyer, M. A. (2018) · ACS Sustainable Chemistry & Engineering · doi:10.1021/acssuschemeng.8b02355 · Cited by 559
Tay, N. E. S., Lehnherr, D., & Rovis, T. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00384 · Cited by 518
50th Anniversary Perspective: Living Polymerization—Emphasizing the Molecule in Macromolecules
Grubbs, R. B., & Grubbs, R. H. (2017) · Macromolecules · doi:10.1021/acs.macromol.7b01440 · Cited by 396
Xu, J., Shanmugam, S., Fu, C., Aguey-Zinsou, K.-F., & Boyer, C. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.5b12408 · Cited by 313
Metadata
- Authors
- Ogawa, K. A., Goetz, A. E., & Boydston, A. J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2015-01-21
- Volume
- 137
- Issue
- 4
- Pages
- 1400-1403
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2332631986
- Cited by
- 252
- References
- 0
- FWCI
- 12.29
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- Ogawa, K. A., Goetz, A. E., & Boydston, A. J. (2015). Metal-Free Ring-Opening Metathesis Polymerization. Journal of the American Chemical Society. https://doi.org/10.1021/ja512073m
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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.
