Synthesis and redox properties of substituted 1,4,2-dithiazines: X-ray crystal structure of 3-(4-methoxyphenyl)-5,6-dimethyl-1,4,2-dithiazine

Abstract

The efficient synthesis of a range of novel 1,4,2-dithiazine derivatives by ring expansion of the corresponding 1,3-dithiolium cations in the presence of iodine and aqueous ammonia is reported; the eight π-electron 1,4,2-dithiazine ring is folded about the S ⋯ S axis, as shown by single crystal X-ray analysis, and the heterocycle is electrochemically oxidised to yield, sequentially, the radical cation and dication species.