Abstract
The tin-containing sulfide Me3Sn(CH2)3-S-C6H5CH3-4 obtained by photoaddition of 4-toluene- thiol to allyltrimethyltin was oxidized with hydrogen peroxide to synthesize the tin-containing sulfone Me3Sn(CH2)3-SO2-C6H4CH3-4, the tin and sulfur atoms in which are separated by a trimethylene bribge. Treatment of the sulfone with butyllithium gave a first tin-containing lithium salt having a red-brown color. The exchange reaction of this salt with methyl iodide resulted in formation of two new isomeric tin-containing sulfones Me3SnCH2CH2CH(CH3)-SO2-C6H4CH3 and Me3Sn(CH2)3-SO2-C6H4CH2CH3 identified by 1HNMR spectroscopy. The latter result implies that the tin-containing sulfone is lithiated both by the methylene group adjacent to the sulfonyl group and by the toluene methyl group.
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