193691-27-9Relevant academic research and scientific papers
Reactions of S-trimethylstannyl and S-(3-trimethylstannylpropyl) derivatives of 1,5-pentanedithiol with N,4-dichlorobenzenesulfonamide sodium salt
Shcherbakov,Grigor'eva,Kurskii
, p. 902 - 906 (2007/10/03)
Difunctional derivatives of 1,5-pentanedithiol, 1,5-bis(trimethylstannylthio)pentane(CH2)5(SSnR 3)2 and 1,5-bis(3-trimethylstannylpropylthio)pentane (CH2)5[S(CH2)3SnR3] 2 (R = Me), differ by mutual arrangement of the tin and sulfur atoms and therefore react differently with N,4-dichlorobenzenesulfonamide sodium salt ArSO2N(Na)Cl (Ar = 4-ClC6H4). The first of these substrates possesses two direct Sn-S bonds which are cleaved by the action of 2 equiv of 4-ClC6H4SO2N(Na)Cl (desulfurization). The resulting pentamethylene-dithiobis-sulfonamide (CH2)5[SN(SnMe3)SO2Ar]2 undergoes oxidative imination of both S(II) atoms with additional 2 equiv of 4-ClC6H4SO2N(Na)Cl to afford sulfinimidamide derivative (CH2)5[S(=NSO2Ar)-N(SnR3)SO 2Ar]2. By contrast, both pairs of the sulfur and tin atoms in the bissulfide (CH2)5[S(CH2)3SnR3] 2 are separated by a trimethylene bridge, and this substrate reacts with 2 equiv of 4-ClC6H4SO2N(Na)Cl to form tin-containing bis-sulfimide (CH2)5[S(=NSO2Ar)(CH2) 3SnR3]2. According to the 1H and 13C NMR data, interaction between two pairs of the tin and sulfur atoms at both ends of the bis-sulfimide molecule gives rise to independent sterically favorable coordination rings.
