Allylic radicals from methylenecycloalkanes
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 7,p. 1063-1066
- https://doi.org/10.1039/p29800001063
Abstract
Ion of an allylic hydrogen in methylene cyclo-propane, -butane, -pentane, and -hexane affords the corresponding allylic radicals. Their e.s.r. spectra can be detected in appropriate conditions below –100 °C. In the case of the six-membered ring radical the two pseudoaxial and the two pseudoequatorial hydrogens are diastereotopic, thus indicating that, as expected, a half-chair conformation is adopted. On the other hand the five-membered ring radical prefers an envelope conformation, whereas the four-membered ring radical (and obviously the three-membered) are planer.Keywords
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