title: Kinetics and regioselectivity of ring opening of 1-bicyclo[3.1.0]hexanylmethyl radical.
abstract: Rate constants for the rearrangement of 1-bicyclo[3.1.0]hexanylmethyl radical (2) to 3-methylenecyclohexenyl radical (3) and 2-methylenecyclopentyl-1-methyl radical (1) were measured using the PTOC-thiol competition method. The ring-expansion pathway is described by the rate equation, log(k/s-1) = (12.5 +/- 0.1) - (4.9 +/- 0.1)/theta; the non-expansion pathway is described by log(k/s-1) = (11.9 +/- 0.6) - (6.9 +/- 0.8)/theta. Employing the slower trapping agent, tri-n-butylstannane, favors methylenecyclohexane over 2-methyl-methylenecyclopentane by more than 120:1 at ambient or lower temperatures.
authors.affiliation: Department of Chemistry and Biochemistry, California Polytechnic State University, San Luis Obispo, California 93407, USA. ekantoro@calpoly.edu
authors.forename: Eric J
authors.initials: EJ
authors.lastname: Kantorowski
authors.forename: Daniel D
authors.initials: DD
authors.lastname: Le
authors.forename: Caleb J
authors.initials: CJ
authors.lastname: Hunt
authors.forename: Keegan Q
authors.initials: KQ
authors.lastname: Barry-Holson
authors.forename: Jessica P
authors.initials: JP
authors.lastname: Lee
authors.forename: Lauren N
authors.initials: LN
authors.lastname: Ross