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Efficient synthesis of brominated tetrathiafulvalene (TTF) derivatives: solid-state structure and electrochemical behaviour by Antonio Alberola; Rebecca J. Collis; Felipe García; Ruth E. Howard is a Chemistry article available to read on EtoBox.

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An efficient synthesis is reported for 4,5-dibromo-[1,3]dithiole-2-thione (1) and 4-bromo-1,3-dithiole-2-thione (7) by bromination of lithiated vinylene trithiocarbonate. Compound 1 acts as a convenient precursor to a number of asymmetric electron donors. This is exemplified by the formation of 4,5-dibromo-4 0 ,5 0 -bis(2 0 -cyanoethylsulfanyl)TTF (3) by cross-coupling methodology and subsequent conversion into 4,5-dibromo-4 0 ,5 0 -ethylenedithioTTF (4) by reaction with caesium hydroxide and 1,2-dibromoethane. The new donor 4,5-dibromo-4 0 ,5 0 -ethylenedithiodiselenadithiafulvalene (5) was prepared by cross-coupling of 1 and 4,5-ethylenedithio-1,3-diselenol-2-one (6). The X-ray structures of 3 and 5 are reported.

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Author

Antonio Alberola; Rebecca J. Collis; Felipe García; Ruth E. Howard

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

2006

Language

EN

Field

Chemistry (Physical Sciences)