- Photochemical Reactions of Phenylacetylenes with Ethylene Trithiocarbonate. Synthesis of Phenyl-substituted 2-Thioxo-1,3-dithioles
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A novel photochemical synthetic route to phenyl-substituted 2-thioxo-1,3-dithioles (TDT), intermediates in the synthesis of tetrathiafulvalenes (TTF), starting from ethylene trithiocarbonate (ETC) and phenylacetylenes is described.Phenyl and diphenyl-acetylene and 1-phenylpropyne reacted with ETC derivatives in reasonable yields.The fluorescence of the acetylenes was quenched by ETC via a trivial process: sensitization with benzophenone and quenching with air suggested that the reaction proceed mainly through the triplet excited states of the acetylenes.Irradiation of ETC alone with light of longer wavelength and quenching experiments suggested that the excited singlet state of ETC also participated in the reaction, in a minor process.
- Yamada, Shuzo,Mino, Norihisa,Nakayama, Noboru,Ohashi, Mamoru
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p. 2497 - 2499
(2007/10/02)
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- THERMOLYSIS OF 1,3-DITHIOL-2-YL AZIDES AND THERMAL PROPERTIES OF THE RESULTING 1,4,2-DITHIAZINES
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2-Substituted 1,3-dithiol-2-yl azides, on thermolysis in refluxing toluene, give 3-substituted 1,4,2-dithiazines wich thermally extrude sulfur atom of the 4-position selectively to yield 3-substituted isothiazoles, while 2-unsubstituted 1,3-dithiol-2-yl azides undergo both ring expansion yielding 1,4,2-dithiazines and peculiar thermal dissociation into 1,3-dithiol-2-ylidene carbenes and hydrogen azide.
- Nakayama, Juzo,Sakai, Atsuhiro,Tokiyama, Akira,Hoshino, Masamatsu
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p. 3729 - 3732
(2007/10/02)
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