) on the quinone accelerate the reaction by lowering the LUMO energy.
If the quinone is unsymmetrically substituted, the nucleophile typically attacks the less hindered carbon or the carbon with the lowest electron density. reactions of substituted quinones
Under UV light, substituted quinones can undergo [2+2] cycloadditions or abstract hydrogen atoms from solvents. This is frequently used in polymer chemistry and the study of DNA damage. ) on the quinone accelerate the reaction by
Usually, the initial product is a hydroquinone. In the presence of excess quinone or air, this often oxidizes back into a new, substituted quinone. 2. Diels-Alder Cycloaddition Substituted quinones act as powerful dienophiles . Electronic Effects: Electron-withdrawing groups (like −CNnegative cap C cap N −CO2Rnegative cap C cap O sub 2 cap R reactions of substituted quinones