10.1007/s10593-006-0272-2
The research discusses the oxidation-reduction reactions of 1,3-dithioles and their ions, focusing on the transfer of hydrogen from the C-H group of organic compounds to electrophilic substrates as a model for fermentation processes. The study explores the reduction potential of 1,3-benzodithiole and its derivatives, comparing their hydride-ion donating abilities. Experiments involved the reduction of dibenzopyrilium perchlorate by 1,3-benzodithiole to form dibenzopyran, and the subsequent reduction of 1,3-benzodithiolium cation by dibenzothiopyran. The reactions were carried out in tetrahydrofuran (THF) at 80°C, and the products were analyzed using 1H NMR spectroscopy and mass spectrometry. Key reactants included 1,3-benzodithiole, dibenzopyrilium perchlorate, and dibenzothiopyran, along with various 4-aryl-1,3-dithiolium perchlorates and 10-methyl-9,10-dihydroacridine. The analyses confirmed the formation of the expected products, such as 4-aryl-1,3-dithioles, and provided insights into the relative hydride-donating abilities of the compounds involved.
