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The reverse fluorine Perlin-like effect and related stereoelectronic interactions
Registro en:
SILLA, J. M. et al. The reverse fluorine Perlin-like effect and related stereoelectronic interactions. Journal of Organic Chemistry, [S.l.], v. 79, n. 13, p. 6385-6388, June 2014. DOI: 10.1021/jo501025a.
Autor
Silla, Josué M.
Freitas, Matheus P.
Cormanich, Rodrigo A.
Rittner, Roberto
Institución
Resumen
A similar effect to the well-known reverse Perlin effect was observed on the 1JC–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.