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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

The Reverse Fluorine Perlin-like Effect and Related Stereoelectronic Interactions

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Author(s):
Silla, Josue M. [1] ; Freitas, Matheus P. [1] ; Cormanich, Rodrigo A. [2] ; Rittner, Roberto [2]
Total Authors: 4
Affiliation:
[1] Univ Fed Lavras, Dept Chem, BR-37200000 Lavras, MG - Brazil
[2] Univ Estadual Campinas, Inst Chem, BR-13084971 Campinas, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: Journal of Organic Chemistry; v. 79, n. 13, p. 6385-6388, JUL 4 2014.
Web of Science Citations: 13
Abstract

A similar effect to the well-known reverse Perlin effect was observed on the (1)J(C-F) coupling constants of alpha- and beta-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. (AU)

FAPESP's process: 12/03933-5 - Conformational equilibria and intramolecular interactions for a series of amino-acids: theoretical and experimental approaches
Grantee:Roberto Rittner Neto
Support type: Regular Research Grants
FAPESP's process: 11/01170-1 - Physicochemical studies of organic compounds: long range inractions and conformational analysis of organofluorine compounds.
Grantee:Rodrigo Antonio Cormanich
Support type: Scholarships in Brazil - Doctorate