Kalyan Kumar, S. ; Singh, Harkesh B. ; Jasinski, Jerry P. ; Paight, Ernest S. ; Butcher, Ray J. (1991) New π-electron donors for organic metals: synthesis of substituted tetrathiafulvalenes with eight- and nine-membered dithiaheterocycles: crystal structure of 5,6,7,8-tetrahydro-1,3-dithiolo[4,5-b][1,4]dithiocine-2-thione Journal of the Chemical Society, Perkin Transactions 1 (12). pp. 3341-3347. ISSN 0300-922X
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Official URL: http://pubs.rsc.org/en/content/articlelanding/1991...
Related URL: http://dx.doi.org/10.1039/P19910003341
Abstract
Reaction of the dimercapto disodium salt 2 with 1,4-dibromobutane, dibromo-o-xylene, 1,8-bis(bromomethyl) naphthalene and 1,2,4,5-tetrakis(bromomethyl)benzene gave the thiones 3, 5, 8 and 11 respectively. The thiones 5 and 8 were oxidised to give the oxo derivatives 6 and 9. Coupling of the thiones 3, 5 and 8 or their oxo derivatives 6 and 9 in neat triethyl phosphite afforded new ndonors 4, 7 and 10 respectively. Reaction of 2 with dimethyltellurium dichloride gave di-(dithiolo)tetrathiocinedithione 15. The oxidation potentials of the donors 4, 7 and 10 are reported along with the preparation and electrical conductivity measurements of their charge-transfer complexes with 7,7,8,8-tetracyano-p-quinodimethane and 2,3-dichloro-5,6-dicyano-p-benzoquinone. The crystal structure of 5, 6,7,8-tetrahydro-1,3-dithiolo[4,5-b][1,4]dithiocine-2-thione 3 was determined by single-crystal X-ray diffraction. Compound 3 crystallizes in the monoclinic space group P21/n with unit-cell dimensions a=4.8048(6)Å, b=9.029(1)Å, c=23.250 Å, β=93.22(1), V=1028.0(2)Å3, Z=4 and R=0.046.
Item Type: | Article |
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Source: | Copyright of this article belongs to Royal Society of Chemistry. |
ID Code: | 47576 |
Deposited On: | 11 Jul 2011 13:36 |
Last Modified: | 11 Jul 2011 13:36 |
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