Structural Effects Affecting Hydration of 1,2-Diones Studied by Linear-Sweep Voltammetry

Article abstract of DOI:10.1021/jo00376a062

Linear-sweep voltammetry was used for determination of values K_d^CO = and K_d^CO = +R'>+)R'> for some aliphatic and alicyclic 1,2-diketones.Values obtained were compared with data obtained from UV and NMR spectra.Dc polarographic data were used to choose the most reliable value.In all cases, the protonated form predominating in solutions of sulfuric acid is less strongly hydrated than the unprotonated form.The effect of ring size on the hydration in polycyclic species is discussed.Steric hindrance of the hydration due to the 7- and possibly the 1-methyl group in 2,3-camphorquinone has been confirmed.