Intramolecular bonding and relative stabilities of syn- and anti-α-hydroximino-ketones
Abstract
Spectroscopic studies show that, in solution, neither benzil α-monoxime (anti-isomer) nor the more stable β-monoxime (syn-isomer) exhibits intramolecular bonding. The syn- and anti-forms of 3-hydroximinocamphor are effectively separated by preparative layer chromatography: here the syn-isomer, which is internally bonded, is much less stable than the anti-compound.