Substituent effects on 15N and 13C NMR chemical shifts of 3-phenylisoxazoles: a theoretical and spectroscopic study.
The synthesis and assignment of 15N and 13C NMR signals of the isoxazole ring in a series of para-substituted 3-phenyl derivatives are reported. DFT calculations of 15N and 13C chemical shifts are presented and compared to observed values. Substituent effects are interpreted in terms of the Hammett correlation and calculated bond orders.
Schofield
Mark H
MH
Department of Chemistry, Williams College, Williamstown, MA 01267-2692, USA.
Sorel
Marie-Adele
MA
Manalansan
Ryan J
RJ
Richardson
David P
DP
Markgraf
J Hodge
JH
D002247:Carbon Isotopes / Q000032:analysis; D007555:Isoxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009587:Nitrogen Isotopes / Q000032:analysis
D002247:Carbon Isotopes; D007555:Isoxazoles; D009587:Nitrogen Isotopes