The DOI matches its Crossref record; 1 of the 1 references it cites were found in a registry or an index.
A Practical Flow Reactor for Continuous Organic Photochemistry
Abstract
[reaction: see text] Compact flow reactors have been constructed and optimized to perform continuous organic photochemistry on a large scale. The reactors were constructed from commercially available or customized immersion well equipment combined with UV-transparent, solvent-resistant fluoropolymer (FEP) tubing. The reactors were assessed using the [2 + 2] photocycloaddition of malemide 1 and 1-hexyne forming the cyclobutene product 2 and the intramolecular [5 + 2] photocycloaddition of 3,4-dimethyl-1-pent-4-enylpyrrole-2,5-dione 3 to form the bicyclic azepine 4. The reactors were shown to be capable of producing >500 g of 2 and 175 g of 4 in a continuous 24 h processing period. Due to the facile control of irradiation time, the continuous flow reactor was also shown to be superior to a batch reactor for performing a problematic photochemical reaction on a larger scale.
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Cites
Synthetic applications of intramolecular enone-olefin photocycloadditions
Crimmins, M. T. (1988) · Chemical Reviews · doi:10.1021/cr00090a002 · Cited by 292
Cited by
The Hitchhiker’s Guide to Flow Chemistry
Plutschack, M. B., Pieber, B., Gilmore, K., & Seeberger, P. H. (2017) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00183 · Cited by 1,995
Cambié, D., Bottecchia, C., Straathof, N. J. W., Hessel, V., & Noël, T. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00707 · Cited by 1,502
Photochemical Reactions as Key Steps in Organic Synthesis
Hoffmann, N. (2008) · Chemical Reviews · doi:10.1021/cr0680336 · Cited by 1,445
Greener Approaches to Organic Synthesis Using Microreactor Technology
Mason, B. P., Price, K. E., Steinbacher, J. L., Bogdan, A. R., & McQuade, D. T. (2007) · Chemical Reviews · doi:10.1021/cr050944c · Cited by 985
Photocatalysis for the Formation of the C−C Bond
Fagnoni, M., Dondi, D., Ravelli, D., & Albini, A. (2007) · Chemical Reviews · doi:10.1021/cr068352x · Cited by 843
Metadata
- Authors
- Hook, B. D. A., Dohle, W., Hirst, P. R., Pickworth, M., Berry, M. B., & Booker-Milburn, K. I.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-08-13
- Volume
- 70
- Issue
- 19
- Pages
- 7558-7564
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W2010275252
- Cited by
- 381
- References
- 1
- FWCI
- 4.58
- Type
- journal article
- Language
- en
- Open access
- closed
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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.
