Electrosynthesis of sulfur-containing organic compounds from allene derivatives using a sacrificial mixed sulfur/graphite electrode

✍ Scribed by Akira Kunugi; Kimiko Kuwamura; Masao Inoue; Yasuhiko Kawamura; Kyo Abe

• Publisher: Elsevier Science
• Year: 1996
• Tongue: English
• Weight: 491 KB
• Volume: 41
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(96)00002-3

✦ Synopsis

Abstrati-Electrosynthesis of sulfur-containing organic compounds from allene derivatives was studied using a sacrificial mixture sulfur/graphite electrode. 1,3-bis(methoxycarbonyl)propadiene (la), l,l,diphenyl-3-ethoxycarbonyl-1,2-butadiene (lb), 1,3_diphenylpropadiene (lc), and l-(p-methoxyphenyl)-1,2butadiene (Id) were used as allenes. With la, 6-membered ring compounds with 2 S atoms such as dihydrodithiin (t) and dithiin (3~) and a dimer bridged with 2s atoms (4~) were obtained and their yields were largely dependent on the kind of proton donors used. On the other hand, lb afforded a 5-membered ring compound with 3 S atoms such as 1,2,3_tirthiolane (Sb) different from the case of la. All products will be initiated by the addition of the polysulfide anion produced by electroeduction of elemental sulfur. With lc and Id, sulfur-containing organic compounds were not produced.