Zur Reduktion von 1,3-Thiaziniumsalzen; Synthese von 6,6′-Bi-1,3-thiazinylen und 6,6′-Bi-1,3-thiazinylidenen

✍ Scribed by Dr. H. H. Rüttinger; Dr. R. Spitzner; Prof. Dr. W. Schroth; Prof. Dr. H. Matschiner; Dr. R. Ziebig

• Publisher: John Wiley and Sons
• Year: 1981
• Tongue: English
• Weight: 489 KB
• Volume: 323
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/prac.19813230106

✦ Synopsis

On the Reduction of 1,3‐Thiazinium Salts; Synthesis of 6,6′‐Bi‐1,3‐Thiazinyls and 6,6′‐Bi‐1,3‐Thiazinylidenes

1,3‐Thiazinium perchlorates 1 are linked together in a reaction with zinc powder or at a cathode forming 6,6′‐bi‐1,3‐thiazinyls 3. This reaction proceeds via radical intermediates 2. Evidence of the existence of the very short‐lived radicals is given by means of ring‐disk‐voltammogrammes as well as by electrochemical luminescence excitation. The 6,6′‐bi‐1,3‐thiazinyls 3 undergo the reverse fission at a platinum anode resulting in thiazinium salts 1, whereas the dehydrogenation by chloranile yields the violet 6,6′‐bi‐1,3‐thiazinylidenes 6.