Artículos de revistas
AXIAL EQUATORIAL PROPORTIONS FOR 2-SUBSTITUTED CYCLOHEXANONES
Registration in:
Journal Of Organic Chemistry. Amer Chemical Soc, v. 58, n. 27, n. 7865, n. 7869, 1993.
0022-3263
WOS:A1993MQ57300035
10.1021/jo00079a035
Author
BASSO, EA
KAISER, C
RITTNER, R
LAMBERT, JB
Institutions
Abstract
Axial-equatorial conformational proportions have been measured for 2-substituted cyclohexanones in chloroform by the Eliel method for F, Cl, Br, I, MeO, MeS, Me2N, MeSe, and Me. For the first seven of these, at least five experimentally independent measurables were used and the resulting conformational preferences appear to be accurate to within 10%. Systematic errors degraded the results for MeSe and Me. For Me2N, the conformational preference also was measured for the first time at slow exchange in the low-temperature C-13 spectrum in several solvents. In chloroform, steric and polar effects contribute to the conformational preferences, with steric effects dominant for large groups such as I and MeS. 58 27 7865 7869