Dithiadiazole

In chemistry, dithiadiazoles are a family of heterocyclic compounds with the formula RCN₂S₂. Although several isomers are possible, the 1,2,3,5-dithiadiazoles have received greater attention. The neutral compounds are radicals with 7 π electrons. Oxidation affords the dithiadiazolium cations.[1]

Structure of a 1,2,3,5-dithiadiazolium ring.

Chloride salts of diithiadiazolium cation can be prepared by the reaction of nitriles with thiazyl chloride:

2 RCN + 4 NSCl → 2 [RCN₂S₂]⁺Cl⁻ + Cl₂ + N₂

References

Jeremy M. Rawson, Arthur J. Banister, Ian Lavender (1995). "The Chemistry of Dithiadiazolylium and Dithiadiazolyl Rings". Adv. Heterocyc. Chem. 62: 137. doi:10.1016/S0065-2725(08)60422-5.{{cite journal}}: CS1 maint: uses authors parameter (link)

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[1] Jeremy M. Rawson, Arthur J. Banister, Ian Lavender (1995). "The Chemistry of Dithiadiazolylium and Dithiadiazolyl Rings". Adv. Heterocyc. Chem. 62: 137. doi:10.1016/S0065-2725(08)60422-5.{{cite journal}}: CS1 maint: uses authors parameter (link)