The influence of sulfur configuration in1H NMR chemical shifts of diasteromeric five-membered cyclic sulfites.
The effect of the stereochemistry of the sulfur atom on1H chemical shifts of the diasteromeric pair of cyclic sulfites of 4-[methoxy(4-nitrophenyl)methyl]-5-phenyl-1,3,2-dioxathiolan-2-oxide was investigated. The complete1H and13C NMR spectral assignment was achieved by the use of one-dimensional and two-dimensional NMR techniques in combination with X-ray data. A correlation of experimental data with theoretical calculations of chemical shift tensors using density functional theory and topological theory of atoms in molecules was made. Copyright © 2016 John Wiley & Sons, Ltd.
Instituto de Química, Ciudad Universitaria, Circuito Exterior, UNAM, 04510, México.
Marco A
MA
Obregón-Mendoza
Instituto de Química, Ciudad Universitaria, Circuito Exterior, UNAM, 04510, México.
Mariano
M
Sánchez-Castellanos
Instituto de Química, Ciudad Universitaria, Circuito Exterior, UNAM, 04510, México.
Gabriel
G
Cuevas
Centro de Química, Benemérita Universidad Autónoma de Puebla, Puebla, México.
Dino
D
Gnecco
Universidad Autónoma Metropolitana-Xochimilco, México.
Julia
J
Cassani
Escuela de Química, Universidad Industrial de Santander-Bucaramanga, Colombia.
Juan C
JC
Poveda-Jaramillo
Department of Chemistry, University of Toronto, 80 St. George St. Toronto, Ontario, M5S 1A1, Ontario, Canada.
William F
WF
Reynolds
Instituto de Química, Ciudad Universitaria, Circuito Exterior, UNAM, 04510, México.
Raúl G
RG
Enríquez
1,3,2-dioxathiolan-2-oxides; NMR characterization; cyclic sulfites; electron delocalization index