Reaction of protonated t-butoxyl radicals with alkynes; electron spin resonance spectra of alkoxyalkene and 1,2-dialkoxyalkene radical cations

Abstract

When di-t-butyl peroxide is photolysed in the presence of an alkyne (RCCR) under acidic conditions, the resulting protonated t-butoxyl radical adds to the triple bond, and the e.s.r. spectra of the corresponding alkoxyalkene or vic-dialkoxyalkene radical cations (Bu^tOCRCHR˙⁺ or Bu^tOCRCROBu^t·+) can be observed.