Pyrimidotetrathiafulvalenes. 3.* synthesis and properties of cation-radical salts,cation-radical betaines,and complexes of dimethyl[2,4-dioxo(1H,3H)pyrimido]tetrathiafulvalene and its N-alkyl substituted derivatives with iodine

The reaction of dimethyl[2,4-dioxo(1H,3H) pynmido]tetrathiafulvalene and its N-alkyl derivatives with iodine leads to the formation of complexes with various numbers of iodine atoms. Depending on the conditions, the betaine of the cation-radical of dimethyl[2, 4-dioxo(1 H, 3H)pyrimidojtetrathiafulvalene or a complex of the latter with dimethy1[2,4-dioxo(1H,3H)pyrimidoltetrathiafulvalene is formed by the oxidation of the pyrimidotetrathiafulvalene. The cation-radical perchlorates are formed on carrying out the oxidation of dimethyl[2,4-dioxo(1H,3H)pyrimidojtetrathiafulvalene and its N-methyl derivatives in the presence of perchloric acid. The preparation of the cation-radical salts is usually linked with the reaction of the cation-radical betaine with acids.For part 2 see [1].     

Pyrimidotetrathiafulvalenes. 2. Trimethylsilylation of 5,-dioxo(4H, 6H)-1,3-dithiolo-[4,5-d]pyrimidine-2-selone and the use of the silylated product for the synthesis of 2,4-dioxopyrimidotetrathiafulvalenes

The trimethylsilylation of 5,7-dioxo(4H,6H)-1,3-dithiolo[4,5-d]pyrimidine-2-selone with bis(trimethylsilyl) acetamide enables pyrimido-tetrathiafulvalene derivatives to be prepared in benzene solution and increases the yield of the target compounds compared with the reaction of the unsilylated selone in DMF solution. The intermediate 2,4-bis(trimethyl-silyloxy)pyrimidotetrathisfulvalenes were sensitive to hydrolysis. The previously undescribed [2,4-dioxo(1H,3H)pyrimido]di-(methylthio)tetrathifulvalene has been obtained. The redox properties of the compounds obtained have been investigated by cyclic current-potential measurements.Riga Technical University, Riga LV-1658. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1285–1289, September, 1994. Original article submitted July 25, 1994.