The synthesis of new cyclic thioquinone derivatives

✍ Scribed by Cemil Ibis; Zeliha Ozsoy-Gunes

• Book ID: 102233779
• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 281 KB
• Volume: 21
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20634

✦ Synopsis

Abstract

New bis(thio)substituted, S‐,O‐substituted, and S‐,S‐substituted benzoquinone compounds were synthesized from the reaction of p‐chloranil (1) with S‐,O‐substituted thiols, dithiols, and monothiols. The ^13^C NMR spectra and the IR spectra of heterocyclic compounds 3, 4 and 7, 8 showed different behavior; that of 3, 7 showed a carbon signal and a >CO group band for the carbonyl group and that of 4, 8 showed two carbon signals and split bands for the carbonyl group. The structures of the novel compounds were characterized by microanalysis, FT‐IR, ^1^H NMR, ^13^C NMR, MS, and UV–vis spectroscopy. The crystal structure of 2,3,5,6‐tetrakis(4‐fluorobenzylthio)cyclohexa‐2,5‐diene‐1,4‐dione (15) was determined by the X‐ray diffraction method. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:446–452, 2010; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20634