Carbon-13 magnetic resonance of hydroaromatics. 2. Conformation of tetralin and tetrahydroanthracene and their methyl derivatives
Carbon-13 chemical shift data have been acquired for 36 methylated tetralins and tetrahydroanthracenes. A least-squares regression analysis has been undertaken on the ring carbons of compounds of unequivocal conformation to determine methyl substituent parameters for the two distinct aliphatic positions and the results have been used to estimate the position of equilibrium of conformationally mobile compounds. It is concluded that 1-methyltetralin exists in essentially equally populated conformers at room temperature but that the 2-methyl derivative is dominated by the conformation with an equatorial methyl group. Substituent parameters are compared with those previously determined for methylated cyclohexanes. A similar analysis of the methyl chemical shifts was unsuccessful owing, in part, to the highly flexible nature of the saturated ring. 3 figures, 4 tables.
- Research Organization:
- Univ. of Utah, Salt Lake City
- DOE Contract Number:
- AC02-78ER05006
- OSTI ID:
- 5833481
- Journal Information:
- J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 105:12; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400104 -- Spectral Procedures-- (-1987)
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALKENES
ANTHRACENE
AROMATICS
CONDENSED AROMATICS
CYCLOALKENES
DATA
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
NMR SPECTRA
NUMERICAL DATA
ORGANIC COMPOUNDS
SPECTRA
SPECTRAL SHIFT
STRUCTURAL CHEMICAL ANALYSIS
TETRALIN