A kinetic electron spin resonance study of ring fission in methyl-substituted cyclobutylmethyl radicals

Bernard Maillard*, John C. Walton

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)

Abstract

Rate constants for the ring-opening reactions of cis- and trans-2-methylcyclobutylmethyl, cis- and trans-3-methylcyclobutylmethyl, and 2,2-dimethylcyclobutylmethyl radicals have been determined over a range of temperatures by kinetic e.s.r. spectroscopy. For the limited series of cyclobutylmethyl radicals the activation energies for ring-opening show a linear correlation with the enthalpies of the rearrangements. Barriers to internal rotation of the trans methyl groups have been determined from exchange broadening in the e.s.r. spectra of trans-2-methylcyclobutylmethyl and 2,2-dimethylcyclobutylmethyl radicals.

Original languageEnglish
Pages (from-to)443-450
Number of pages8
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number3
Publication statusPublished - 1 Dec 1985

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