Efficient synthesis of brominated tetrathiafulvalene (TTF) derivatives: solid-state structure and electrochemical behaviour

Autor:	Antonio Alberola, Rebecca J. Collis, Felipe García, Ruth E. Howard
Rok vydání:	2006
Předmět:	chemistry.chemical_compound Caesium hydroxide Ttf derivatives chemistry Organic Chemistry Drug Discovery Polymer chemistry Organic chemistry Halogenation Electrochemistry Biochemistry Solid state structure Tetrathiafulvalene
Zdroj:	Tetrahedron. 62:8152-8157
ISSN:	0040-4020
DOI:	10.1016/j.tet.2006.06.006
Popis:	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′,5′-bis(2′-cyanoethylsulfanyl)TTF (3) by cross-coupling methodology and subsequent conversion into 4,5-dibromo-4′,5′-ethylenedithioTTF (4) by reaction with caesium hydroxide and 1,2-dibromoethane. The new donor 4,5-dibromo-4′,5′-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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c50f65de20f43cc7bd5409779e07cbad https://doi.org/10.1016/j.tet.2006.06.006 Zobrazit plný text záznamu Full Text from ScienceDirect