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Synthesis of some functionalised isomeric bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) and dithiophenetetrathiafulvalene (DTTTF) pi-donors

Kumar, Suresh EVK and Singh, Jai D and Singh, Harkesh B and Das, Kalyan and Verghese, Babu (1997) Synthesis of some functionalised isomeric bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) and dithiophenetetrathiafulvalene (DTTTF) pi-donors. In: Tetrahedron, 53 (34). pp. 11627-11644.

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Official URL: http://dx.doi.org/10.1016/S0040-4020(97)00732-1

Abstract

The synthesis of some functionalised isomeric, symmetrical tetrathiafulvalene derivatives containing 4,5-(ethylenedithio)-1,3-dithiole and 4,5-(propylenedithio)-1,3-dithiole units is described. These contain hydroxy, chloro and cyano functionalities (4, 6, 9 and 12). Interestingly, attempted coupling of 4,5-bis(propargylthio)-1,3-dithiole-2-thione 13, to obtain the corresponding TTF, 14 afforded the novel thione, 5-methylthieno[2,3-d]-1,3-dithiole-2-thione 15. Self coupling of thione 15 in the presence of trimethyl phosphite afforded new functionalised dithiophenetetrathiafulvalene 16. The X-ray crysal structures of 4,5-bis(propargyldithio)-1,3-dithiole-2-thione 13 and 5-methylthieno[2,3-d]-1,3-dithiole-2-thione 15 are described. (C) 1997 Elsevier Science Ltd.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Science
Additional Information: Copyright of this article belongs to Elsevier Science.
Department/Centre: Division of Biological Sciences > Molecular Biophysics Unit
Date Deposited: 23 Jun 2011 05:15
Last Modified: 23 Jun 2011 05:15
URI: http://eprints.iisc.ac.in/id/eprint/38524

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