Intramolecular redox cyclization upon oxidation of a sulfur(II)-containing diazene: X-ray structures of (Ar=4-CH3C6H4) and MeSO2N(4-CH3C6H4)CN=NC(C6H4CH3-4)NSO2Me

The reaction of Z,E,Z-PhSN=C(Ar)N=NC(Ar)=NSPh (Ar = 4-CH 3 C 6 H 4 ) (1a) with MCPBA results in ring closure via an intramolecular redox process to give the 1,2,3,5-thiatriazole [Formula: see text] (4). An X-ray structural determination revealed that 4 contains a planar five-membered CNS(VI)NN ring with d(N—N) = 1.402(6) Å. The reaction of ArCN 2 (SiMe 3 ) 3 (Ar = 4-CH 3 C 6 H 4 ) with one equivalent of MeSO 2 Cl, followed by two equivalents of …