title: Thermodynamic Control of Isomerizations of Bicyclic Radicals: Interplay of Ring Strain and Radical Stabilization.
abstract: The rearrangements of 4-substituted bicyclo[2.2.2]oct-5-en-2-yl radicals, generated from the corresponding Diels-Alder adducts with phenylseleno acrylates by radical-induced reductive deselenocarbonylations, give the 2-substituted bicyclo[3.2.1]oct-6-en-2-yl radicals with some substituents, e.g., alkoxy and phenyl, but not for silyloxymethyl or benzyl substituents. Theoretical calculations with DFT give the thermodynamics of these reactions and the origins of these processes.
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Michael E
authors.initials: ME
authors.lastname: Jung
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Courtney A
authors.initials: CA
authors.lastname: Roberts
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Felix
authors.initials: F
authors.lastname: Perez
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Hung V
authors.initials: HV
authors.lastname: Pham
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: Lufeng
authors.initials: L
authors.lastname: Zou
authors.affiliation: Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
authors.forename: K N
authors.initials: KN
authors.lastname: Houk