Versuche zur Synthese sterisch gehinderter Thiazylarene und deren Beziehung zu Arylsulfenylnitrenen

Attempts to Synthesize Sterically Hindered Thiazyl Arenes and Their Relationship to Arylsulfenyl Nitrenes Up till now all attempts to synthesize organic thiazyl compounds in substance failed. Stabilization leads to the corresponding disulfide 2, the thioaminyl radical 7 and the sulphur diimide 8. Formally thiazyl compounds 1 and sulfenyl nitrenes 1 were resonance structures. Via sulfenyl nitrenes 1 the formation of 2, 7, 8 can be discussed. An in situ preparation of sulfenyl nitrene 1a via the sulfenyl chloride 5a, synthesized by chlorination of the disulfide 2a, and the sulfenyl azide 6a is described in detail. 1a can also be prepared from the sulfenyl amide 4a by oxidation. The structures of the radicals 7a–f and 12f are discussed.