An in depth study of the formation of new tetrathiafulvalene derivatives from 1,8-diketones |
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Authors: | Figen TurksoyJohn D Wallis Umit TuncaTuran Ozturk |
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Institution: | a Department of Chemistry, Art and Science Faculty, Istanbul Technical University, Maslak, Istanbul, Turkey b Department of Chemistry, The Nottingham Trent University, Clifton Lane, Nottingham NG11 8NS, UK c Department of Chemistry, Organic Chemistry, Middle East Technical University, Ankara, Turkey |
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Abstract: | A detailed study of the reactions of phosphorus pentasulfide and Lawesson's reagent with a series of 4,5-bis(RCOCH2S)-1,3-dithiole-2-thiones (R=Ph, 4-MeOC6H4, 4-Br C6H4, Me) has been carried out. These reactions lead to fusion of either an unsaturated 1,4-dithiin ring or a thiophene to the dithiole; the former in higher yield, while the latter is a significant product in the reactions with Lawesson's reagent; as well as small amounts of minor products. A mechanistic rationalization of these products is discussed in some detail. The new fused dithioles have been converted to novel series of fused TTF derivatives. |
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Keywords: | 1 8-diketone ring formation 1 4-dithiin thiophene BEDT-TTF TTF |
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