A number of selenium-2 and tellurium bis(dithiocarboxy1ates) 3 have been prepared by the reaction of piperidinium or sodium dithiocarboxylates 1 with sodium seleno-and telluropentathionates. The orange or red products are stable towards heat and moisture. It was found that 2 and 3 react with halogens and N-chloro-and N-bromosuccinimide to give the corresponding haloselenium-4,5 and halotellurium dithiocarboxylates 6 -8 in good yields. The n-+n * transitions of the thiocarbonyl groups in 2 -8 are observed in a region of shorter wavelengths (hypsochromic shift) than those of the corresponding bis(thioacy1) trisulfides and dithio-and thioneselenol esters. Darstellung und einige Reaktionen von Selen-und Tellur-bis(dithiocarboxy1a~en)Durch Umsetzung von Piperidinium-oder Natrium-dithiocarboxylaten 1 mit Natrium-selenooder -telluropentathionaten wurden die Selen-2 und Tellur-bis(dithiocarboxy1ate) 3 dargestellt. Die orangefarbenen oder roten Kristalle sind thermisch stabil und nicht feuchtigkeitsempfindlich. Durch Umsetzung von 2 oder 3 mit Halogenen oder N-Chlor-oder N-Bromsuccinimid wurden Haloselen-4,s und Halotellur-dithiocarboxylate 6 -8 mit guten Ausbeuten erhalten. Die n+n*-Ubergange der Thiocarbonylgruppen in 2 -8 treten bei kleineren Wellenlangen auf (hypsochrome Verschiebung) als die der entsprechenden Bis(thioacy1)-trisulfide sowie Dithio-und Thionselenolester.In the preceding paperl), we described the isolation and some reactions of bis (thioacy1) trisulfides. In the course of our studies concerning the synthetic application of thioacyl diphenylthiophosphinoyl sulfides, it was found that the reaction of the sulfides with tellurium tetrachloride gave tellurium bis(dithiocarboxy1ates) 32). These results prompted us to synthesize a series of hitherto unknown compounds of type 2 and 3 and to disclose their physical and chemical properties. Results and DiscussionFor the preparation of 2 and 3 the following three routes have been investigated: reaction of a) thioacyl diphenylthiophosphinoyl sulfides with selenium and tellurium tetrachloride, of b) piperidini~m~) or sodium dithiocarb~xylates~) 1 with selenium and tellurium tetrachloride, and reaction of c) piperidinium dithiocarboxylates with sodium seleno-and sodium telluropentathionates. After careful examination of these reactions we gave preference to route c) for the reason of ready availability of the starting compounds and easy purification of the products.
ChemInform Abstract The selenium and tellurium bis(thiocarboxylates) (II) are prepared from the thiocarboxylates (I) by treatment with selenium or tellurium tetrachloride or the corresponding thionates. Reaction of (II) with halogen yields the diacyl disulfide (IV) as the main product. Addition of the dithiobenzoate (V) gives (IV), the mixed di(thio)acyl disulfide (VI) and the selenium or tellurium bis(dithiocarboxylates) (VII) or (IX). The dibromotellurium bis(thiocarboxylates) (VIII) are obtained as unstable intermediates at a low temperature.
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