J. Cantacuzène, M. Atlani
1970
Citations
0
Influential Citations
17
Citations
Journal
Tetrahedron
Abstract
Resume We describe the stereospecific synthesis of cis and trans 2,6-difluorocyclohexanones from cyclohexanone. The two fluorine atoms are introduced successively by hydrofluoric acid and boron trifluoride. The interest of fluorine NMR for structural and conformational analysis of the obtained products is pointed out. The values obtained for the conformational equilibrium constants, allow the comparison of the difluorinated ketones with corresponding brominated and fluorobrominated structures. Consequently we find that in cis -2,6-difluorocyclohexanone as in 2-fluoro-2-bromo-cyclohexanone, the fluorine atoms are only equatorial.