title: The reverse fluorine Perlin-like effect and related stereoelectronic interactions.
abstract: A similar effect to the well-known reverse Perlin effect was observed on the (1)JC-F coupling constants of α- and β-d-glucopyranosyl fluoride tetracetate, both in nonpolar and polar solution. This can be called "reverse fluorine Perlin-like effect", and it is shown to be ruled by dipolar interactions rather than by hyperconjugation. The reverse fluorine Perlin-like effect does not have a general relationship with the anomeric effect, and it can be useful to determine the structure and stereochemistry of organofluorine compounds.
authors.affiliation: Department of Chemistry, Federal University of Lavras , 37200-000, Lavras, Minas Gerais, Brazil.
authors.forename: Josué M
authors.initials: JM
authors.lastname: Silla
authors.forename: Matheus P
authors.initials: MP
authors.lastname: Freitas
authors.forename: Rodrigo A
authors.initials: RA
authors.lastname: Cormanich
authors.forename: Roberto
authors.initials: R
authors.lastname: Rittner