An Efficient Method for Synthesizing Substituted Naphtho-1,3-dithiole-2-thiones from Tetrachlorotetrathionaphthalene and Sodium Trithiocarbonate

✍ Scribed by Egon Fanghänel; Andreas Ullrich; Christoph Wagner

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 345 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199808)1998:8<1577::aid-ejoc1577>3.0.co;2-5

✦ Synopsis

Two types of naphtho-fused 1,3-dithiole-2-thiones (2a-f and 4a were confirmed by X-ray investigation. The tetrathiafulvalenes (TTFs) 6 and 7 were synthesized from 2d 4a-d) were obtained by the reaction of 3,4,7,8-tetrachloronaphtho[1,8-cd:5,6-cЈdЈ]bis(1,2-dithiole) (1) and sodium and 3c by coupling of the starting compounds with the help of triethyl phosphite. Using 2,3-dichloro-5,6-dicyano-trithiocarbonate. The dechalcogenization of the thiones, using mercury acetate, leads to the corresponding naphtho-benzoquinone (DDQ) the TTFs were converted into semiconducting charge-transfer complexes. 1,3-dithiol-2-ones (3a-d and 5a-d). The structures of 3a and