The synthesis of dimethylbisdehydrothia[17]annulenes and their dioxides. Configurational and conformational isomerism in conjugated 17-membered heterocycles

✍ Scribed by Richard L. Wife; Franz Sondheimer

• Book ID: 104213362
• Publisher: Elsevier Science
• Year: 1975
• Tongue: French
• Weight: 228 KB
• Volume: 16
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)71820-x

✦ Synopsis

The potentially diatropic ("aromatic") bis-cyclohexene ennelated bisdehydrothia[171annulenes 1 and g, as well as the potentially paratropic ("antiaromatic") sulphones 1 and 4, have been described previously.2'3 Rather surprisingly, only the "all-trens" sulphide J_ appeared to be diatropic, whereas only the di-c& sulphone 3 was paratropic. We have since found that related 1,3-bisdehydroannulenes show conformational mobility, 4'5 and