Aziridinylmethyl and oxiranylmethyl radicals undergo ring-opening reactions
Both experimental and theoretical studies demonstrate that aziridinylmethyl and oxiranylmethyl radicals readily undergo ring-opening reactions, with the regiochemistry strongly influenced by substituent effects.
All retrieved papers explicitly discuss and confirm the ring-opening reactions of either oxiranylmethyl or aziridinylmethyl radicals, providing both kinetic data and theoretical analyses for these rearrangements.
Kevin W. Krosley, Gerald Jay Gleicher. Radical reactions of epoxides. 2. intramolecular competition between cyclopropylmethyl and oxiranylmethyl radical ring‐opening rearrangements. 1993. https://doi.org/10.1002/poc.610060406
Demonstrates that oxiranylmethyl radicals undergo ring-opening rearrangements with a rapid rate.
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Wang YM, Fu Y, Liu L, Guo QX. Substituent effects on the ring opening of 2-aziridinylmethyl radicals.. 2005. https://doi.org/10.1021/jo048068a
Systematically studies and confirms the ring-opening reactions of 2-aziridinylmethyl radicals and their substituent effects.
A. L. SCHWAN, M. D. REFVIK. ChemInform Abstract: Substituent Control over the Regiochemistry of Ring Opening of 2‐ Aziridinylmethyl Radicals.. 1993. https://doi.org/10.1002/chin.199341106
Provides further chemical information supporting the regiochemistry and occurrence of ring-opening in 2-aziridinylmethyl radicals.
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