title: The effect of long-range circumannular non-bonding orbital interaction on the inversion of groups on nitrogen in 2,2,4,4-tetramethyl-3-imino-1-cyclobutanones.
abstract: [structure: see text] The free energy of activation, deltaG*, for nitrogen inversion was calculated from the coalescence temperature for the methyl signals obtained via variable temperature NMR for a series of imino derivatives of the title compounds. There was a direct correlation between the long-range nonbonding circumannular orbital interactions between the heteroatoms in the 1,3-positions and the deltaG* for inversion of groups on nitrogen. Values of deltaG* range from 26 kcal/mol on systems with maximum interaction in the transition state (I and II) to 17 kcal/mole on those systems with minimal interaction (III and IV).
authors.affiliation: Department of Chemistry, Rochester Institute of Technology, 85 Lomb Memorial Drive, Rochester, New York 14623, USA.
authors.forename: Arati
authors.initials: A
authors.lastname: Naik
authors.forename: Michelle
authors.initials: M
authors.lastname: Ferro
authors.forename: James
authors.initials: J
authors.lastname: Worman