Abstract: | The ion pair acidities of several sulfones were measured on the cesium-cyclohexylamine scale. Cyclopropyl phenyl sulfone is less acidic than isopropyl phenyl sulfone in agreement with earlier results in dimethyl sulfoxide. The acidities of a series of substituted phenyl methyl sulfones show that the sulfone group is an effective insulator; there is no significant delocalization of carbanion charge across the sulfone group into the phenyl ring. © 1997 John Wiley & Sons, Inc. Heteroatom Chem 8: 533–537, 1997 |