Abstract
AbstractAtom‐economy cyclopropyl group turned out to be the substituent of choice for stabilization of diphenylnitroxyl radical in solution (τ1/2=1280 h, i. e., ca. 2 months, in benzene). Though the benzylic H‐atom commonly provokes fast decomposition of nitroxides in solution and the cyclopropyl moiety is prone to the ring opening in substrates with significant spin density at the α‐position, both processes are not implemented in 4,4’‐dicyclopropyldiphenylnitroxide. Instead, the stereoelectronic properties of the cyclopropyl group lead to significant stabilization of the oxidized and reduced states of the nitroxide, making it redox‐amphoteric and suitable for practical application.
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