ChemInform Abstract: 4,5‐Bis(methylthio)‐4′,5′‐bis(alkylthio)tetrathiafulvalenes (Vb).

Abstract

Starting from (I), the dithiol‐2‐ones (III) are prepared and, on the other hand, derivatives such as (IV) as well (according to literature procedures).

Preparation and Characterization of 5,6-Dimethyl-5,6-dihydro-[1,4]diselenino[ 2,3-d][1,3]dithiole-2-thione and Similar Compounds

“…Compound 4b was also prepared in low yield, but 4c was prepared in a yield comparable to that obtained by using 1,2-dibromoethane instead of the sulfate 5c [3]. The peak positions of the UV/vis spectra of 4a-c (Fig.…”

“…Subsequently, it was chromatographed on a silica gel column, using CH 2 Compound 4c was prepared by the same method in a yield of 52% based on 2A. The analytical data are identical to those of an authentic sample [3].…”

“…The disodium salt 3 was obtained in a yield of 95 -98% from 2, in Ar atmosphere, by a method similar to that reported for the preparation of the all sulfur analog [5] (see also [3,4]). Cyclic sulfates 5a, 5b, and 5c were synthesized from the corresponding dioles, i.e., (2R,3R)-2,3-butanediol (Aldrich 23,763-9), 1,2-propanediol (Aldrich 39,803-9) and 1,2-ethanediol (Aldrich 10,246,6), by methods reported in [6 -8].…”

“…Compounds 2 were prepared from the zincate 1, almost quantitatively, by methods reported in [3,4]. The disodium salt 3 was obtained in a yield of 95 -98% from 2, in Ar atmosphere, by a method similar to that reported for the preparation of the all sulfur analog [5] (see also [3,4]).…”

“…They can be prepared by several methods, depending on the nature of the additional heteroatoms and alkyl groups. For example, the compound tetrahydro- [1,4]diselenino [2,3-d] [1,3]dithiole-2-thione (4c) is obtained in good yield by treating the zincate 1 or the disodium salt of 4,5-bis-selanyl- [1,3] dithiole-2-thione (3) with 1,2-dibromoethane [3]. However, using 1,2-dibromopropane or 2,3-dibromobutane instead of 1,2-dibromoethane, traces of 5-methyl-5,6-dihydro- [1,4]diselenino [2,3-d] [1,3]dithiole-2-thione (4b) and 5,6-dimethyl-5,6-dihydro- [1,4]diselenino [2,3-d] [1,3] dithiole-2-thione (4a) were obtained, respectively.…”