title: Thermal disrotatory electrocyclic isomerization of cis-bicyclo[4.2.0]oct-7-ene to cis,cis-1,3-cyclooctadiene.
abstract: [reaction: see text] The ratio of observed rate constants, k/k', for thermal isomerizations of cis-bicyclo[4.2.0]oct-7-ene and its 2,2,5,5-d(4) analogue to cis,cis-1,3-cyclooctadienes at 250 degrees C is 1.17, indicative of a secondary, not a primary, deuterium kinetic isotope effect. The reaction does not occur through a [1,5] hydrogen shift from the transient cis,trans-1,3-cyclooctadiene intermediate to form the observed cis,cis-diene product.
authors.affiliation: Department of Chemistry, Syracuse University, Syracuse, New York 13244, USA. jbaldwin@syr.edu
authors.forename: John E
authors.initials: JE
authors.lastname: Baldwin
authors.forename: Sarah S
authors.initials: SS
authors.lastname: Gallagher
authors.forename: Phyllis A
authors.initials: PA
authors.lastname: Leber
authors.forename: Anuradha
authors.initials: A
authors.lastname: Raghavan