SYNTHESIS AND CONFORMATIONAL ANALYSIS OF GLYOXAL BIS-DITHIOACETALS: 1,4,5,8-TETRATHIADECALIN (HEXAHYDRO-1,4-DITHIINO-1,4-DITHIIN) AND TRANS-2,3-BIS(METHYLTHIO)-1,4-DITHIANE

Article abstract of DOI:10.1016/S0040-4020(01)90558-7

The synthesis of the first examples of two new classes of glyoxal bis-dithioacetals: trans-1,4,5,8-tetrathiadecalin and trans-2,3-bis(methylthio)1,4-dithiane, has been performed.The conformation of 2,2'-bis-1,3-dithiolane and trans-2,3-bis(methylthio)-1,4-dithiane in CDCl3 solution has been studied using (1)H NMR techniques.In the first case an antiperiplanar conformation has essentially been found whereas a 83/17 mixture of diaxial and diequatorial conformers has been observed in the second.