Abstract
Abstract Both phenylsulfonyl and phenylsulfinyl group have been shown to activate the nucleophilic substitution of aromatic chloride from ortho- and para-positions, however, the effect of phenylsulfonyl group was substantially larger than that of phenylsulfinyl group. The activation by these sulfur groups is presumably due to the conjugative stabilization by the phenylsulfonyl or -sulfmyl groups through expansion of the sulfur valence shell. The addition complex is presumed to retain its configuration, since the stereo-integrity of the sulfoxide group has been shown to be maintained throughout the experiment.
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