/sup 1/H, /sup 13/C and /sup 13/N chemical shifts and /sup 1/H-/sup 15/N and (/sup 13/C-/sup 15/N heteronuclear spin-spin coupling constants n the NMR spectra of 5-substituted furfural oximes
The /sup 1/H, /sup 13/C, and /sup 15/N NMR spectra of /sup 15/N-enriched 5-substituted furfural oximes were investigated. It was shown that the chemical shifts of the ring atoms and the oxime group correlate satisfactorily with the F and R substituent constants, whereas their sensitivity to the effect of the substituents is lower than in monosubstituted furan derivatives. The constants of spin-spin coupling between the ring protons and the oxime group were determined. An analysis of the /sup 1/H-/sup 1/H spin-spin coupling constants (SSCC) on the basis of their stereospecificity indicates that the E isomers have primarily an s-trans conformation in polar dimethyl sulfoxide, whereas the Z isomers, on the other hand, have an s-cis conformation. The signs of the direct and geminal /sup 13/C-/sup 15/N SSCC were determined for 5-trimethylsilylfurfural oxime.
- Research Organization:
- Institute of Organic Synthesis, Riga, USSR
- OSTI ID:
- 6286543
- Journal Information:
- Chem. Heterocycl. Compd. (Engl. Transl.); (United States), Journal Name: Chem. Heterocycl. Compd. (Engl. Transl.); (United States) Vol. 21:9; ISSN CHCCA
- Country of Publication:
- United States
- Language:
- English
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Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ALDEHYDES
AMINES
BARYONS
CARBON 13
CARBON ISOTOPES
CHEMICAL EXPLOSIVES
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
CONFIGURATION INTERACTION
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
DMSO
ELECTRONIC STRUCTURE
ELEMENTARY PARTICLES
EVEN-ODD NUCLEI
EXPLOSIVES
FERMIONS
FURANS
FURFURAL
HADRONS
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROGEN 1
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROXY COMPOUNDS
HYPERFINE STRUCTURE
INTERMEDIATE COUPLING
ISOMERIZATION
ISOMERS
ISOTOPES
J-J COUPLING
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
MOLECULAR STRUCTURE
NITRO COMPOUNDS
NITROGEN 15
NITROGEN ISOTOPES
NITROMETHANE
NMR SPECTRA
NUCLEI
NUCLEONS
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
OXIMES
PROTONS
RELAXATION
RELAXATION TIME
SPECTRA
SPIN-LATTICE RELAXATION
STABLE ISOTOPES
STEREOCHEMISTRY
SULFOXIDES