SULPHUR SUBSTITUTED ORGANOTIN COMPOUNDS. X. PREPARATIONS AND REACTIONS OF Ph3Sn(CH2)nSOC6H4Me-p (n= 3 OR 4) AND Ph3Sn(CH2)nSO2C6H4Me-p- (n = 2,3 OR 4)

Article abstract of DOI:10.1016/S0022-328X(00)98614-5

The preparations of Ph3Sn(CH2)nSOC6H4Me-p (II) (n=3 or 4) and Ph3Sn(CH2)nSO2C6H4Me-p (III) (n=3 or 4) were achieved by the controlled oxidation of Ph3Sn(CH2)nSC6H4Me-p (I) (n=3 or 4) using m-chloroperbenzoic acid.Similar reactions with I (n=2) failed to produce the corresponding sulphoxide or sulphone; III (n=2) was, however, prepared by the reaction of Ph3SnH and CH2=CHSO2C6H4Me-p.Triphenyltin hydride did not add to CH2=CHSOC6H4Me-p, but instead catalysed the decomposition of Ph3SnH to Ph3SnSnPh3.The reactions of II or III with iodine, bromine or mercury(II) chloride all led to phenyltin bond cleavage, to give Ph2XSn(CH2)nSOmC6H4Me-p (X=I, Br or Cl; m=1,2).