Structure of pyridine and quinoline vinyl ethers according to data from /sup 1/H and /sup 13/C NMR spectra and quantum-chemical calculations
A systematic investigation of the structure of the vinyl ethers of heterocyclic compounds has not been undertaken. The present work was devoted to investigation of the stereochemical and electronic structure of the vinyl ethers of pyridine and quinoline. The PMR spectra of the samples were recorded for 5% solutions in deuterochloroform on a Tesla BS-497 spectrometer at 100 MHz. The /sup 13/C NMR spectra were recorded on a Tesla BS-567A spectrometer at 25.1 MHz in deuterochloroform with the samples at concentrations of 30%. The internal standard was HMDS. The vinyl ethers of pyridine and quinoline exist preferentially in the nonplanar S-trans conformation. In the vinyl esters of pyridine and quinoline the p-..pi.. conjugation is concurrent in nature and depends on the position of the vinyloxy group in the heterocycle.
- Research Organization:
- Irkutsk Institute of Organic Chemistry, USSR
- OSTI ID:
- 5736934
- Journal Information:
- Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 36:2; ISSN BACCA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
AROMATICS
ATOMIC MODELS
AZAARENES
AZINES
CARBON 13
CARBON ISOTOPES
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHLORINATED ALIPHATIC HYDROCARBONS
CHLOROFORM
CONFIGURATION INTERACTION
CONFORMATIONAL CHANGES
COUPLING
COUPLING CONSTANTS
DEUTERIUM COMPOUNDS
ELECTRONEGATIVITY
ELECTRONIC STRUCTURE
ETHERS
EVEN-ODD NUCLEI
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROGEN COMPOUNDS
INTERMEDIATE COUPLING
ISOMERIZATION
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
MATHEMATICAL MODELS
MECHANICS
NMR SPECTRA
NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PYRIDINES
QUANTUM MECHANICS
QUINOLINES
SPECTRA
STABLE ISOTOPES