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Cycloaddition reactions of 2,2,2-trifluorodiazoethane
Abstract
2,2,2-Trifluorodiazoethane readily forms cyclopropanes when photolysed with suitable olefins. In the absence of light, a typical 1,3-dipolar addition gives Δ1-pyrazolines. This reaction, slow with ethylene, is retarded by alkyl substituents on the vinylic carbon, but accelerated slightly by halogens other than fluorine; a trifluoromethyl group has an accelerating effect of the same order of magnitude as an alkoxycarbonyl group.
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Cited by 54
Metadata
- Authors
- Atherton, J. H., & Fields, R.
- Venue
- Journal of the Chemical Society C: Organic
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 1968
- Pages
- 1507
- ISSN
- 0022-4952 (ISSN-L)
- OpenAlex
- W2018099826
- Cited by
- 54
- References
- 0
- Citations by year
- 2026: 2 · 2024: 5 · 2023: 4 · 2022: 1 · 2021: 2 · 2020: 4 · 2018: 2 · 2017: 1 · 2016: 4 · 2015: 1 · 2014: 6 · 2012: 2
- FWCI
- 0.00
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the Chemical Society C Organic (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Cyclopropane Reaction Mechanisms
- Physical Sciences › Chemistry › Organic Chemistry › Fluorine in Organic Chemistry
- Physical Sciences › Chemistry › Organic Chemistry › Organic Chemistry Cycloaddition Reactions
- Keywords
- cycloaddition, cyclopropanation, photolysis, alkenes, 1,3-dipolar cycloaddition, pyrazolines, ethylene, alkyl substituent effects, halogen effect, trifluoromethyl group
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- CoChat. (2026). Citation check: Cycloaddition reactions of 2,2,2-trifluorodiazoethane. https://app.cochat.ai/papers/10.1039/j39680001507
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- Atherton, J. H., & Fields, R. (1968). Cycloaddition reactions of 2,2,2-trifluorodiazoethane. Journal of the Chemical Society C: Organic. https://doi.org/10.1039/j39680001507
