Stereochemistry of seven-membered heterocycles. communication 16. dipole moments, IR, /sup 1/H, and /sup 13/C nmr spectra, and conformations of 4-methyl-, 4-phenyl-, and isomeric 4,7-dimethyl-2,2-pentamethylene-1,3-dioxa-5,6-benzocycloheptenes
Journal Article
·
· Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
In order to study the effect of the substituents at the benzyl carbon atoms on the conformational composition, the authors investigated the dynamic /sup 1/H and /sup 13/C NMR spectra of groups II-IV, the IR spectra of II, IV, and V and the dipole moments of IV and V. The measurements showed that the conformational mobility of 4-methyl-, 4-phenyl-, and trans-4,7-dimethyl-2,2-pentamethylene-1,3-dioxa-5,6-benzocycloheptenes is a consequence of the cyclohexane ring with rigid twist conformation of the heterocycle. The NMR signals of the benzyl protons of the heterocycle were assigned. The corresponding cis isomer exists as a conformational mixture of chair and twist forms.
- Research Organization:
- A.M. Butlerov Chemical Institute, Lenin Kazan State Univ.
- OSTI ID:
- 5035778
- Journal Information:
- Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Vol. 34:6, PT. 1
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
HEPTENES
INFRARED SPECTRA
MAGNETIC DIPOLE MOMENTS
NMR SPECTRA
HETEROCYCLIC COMPOUNDS
CARBON 13
CONFORMATIONAL CHANGES
HYDROGEN 1
ISOMERS
STEREOCHEMISTRY
STRUCTURAL CHEMICAL ANALYSIS
ALKENES
CARBON ISOTOPES
DIPOLE MOMENTS
EVEN-ODD NUCLEI
HYDROCARBONS
HYDROGEN ISOTOPES
ISOTOPES
LIGHT NUCLEI
MAGNETIC MOMENTS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
SPECTRA
STABLE ISOTOPES
400301* - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
HEPTENES
INFRARED SPECTRA
MAGNETIC DIPOLE MOMENTS
NMR SPECTRA
HETEROCYCLIC COMPOUNDS
CARBON 13
CONFORMATIONAL CHANGES
HYDROGEN 1
ISOMERS
STEREOCHEMISTRY
STRUCTURAL CHEMICAL ANALYSIS
ALKENES
CARBON ISOTOPES
DIPOLE MOMENTS
EVEN-ODD NUCLEI
HYDROCARBONS
HYDROGEN ISOTOPES
ISOTOPES
LIGHT NUCLEI
MAGNETIC MOMENTS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
SPECTRA
STABLE ISOTOPES
400301* - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)