569649-58-7Relevant academic research and scientific papers
Synthesis of bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) derivatives functionalised with two, four or eight hydroxyl groups
Brown, R. James,Brooks, Andrew C.,Griffiths, Jon-Paul,Vital, Betrand,Day, Peter,Wallis, John D.
, p. 3172 - 3182 (2007)
Short synthetic routes to a range of BEDT-TTF derivatives functionalised with two, four or eight hydroxyl groups are reported, of interest because of their potential for introducing hydrogen bonding between donor and anion into their radical cation salts. The cycloaddition of 1,3-dithiole-2,4,5-trithione with alkenes to construct 5,6-dihydro-1,3-dithiolo[4,5-b]1,4-dithiin-2-thiones is a key step, with homo- or hetero-coupling procedures and O-deprotection completing the syntheses. The first synthesis of a single diastereomer of tetrakis(hydroxymethyl)BEDT-TTF, the cis,trans product, was achieved by careful choice of O-protecting groups to facilitate separation of homo- and hetero-coupled products. Cyclisation of the trithione with enantiopure 1R,2R,5R,6R-bis(O,O-isopropylidene)hex-3-ene-1,2,5,6-tetrol (from d-mannitol) gave two separable diastereomeric thiones, which can be transformed to enantiomeric BEDT-TTF derivatives with four or eight hydroxyl groups. The Royal Society of Chemistry.
Synthesis of bis(ethylenedithio)tetrathiafulvalene derivatives with metal ion ligating centres
Griffiths, Jon-Paul,Brown, R. James,Day, Peter,Matthews, Craig J.,Vital, Bertrand,Wallis, John D.
, p. 3127 - 3131 (2007/10/03)
The syntheses of eight derivatives of BEDT-TTF (ET) containing pyridine, 2,2′-bipyridine or 2,4′-pyridylpyrimidine binding sites on a side chain are reported, for use in the preparation of organic/inorganic hybrid materials. The intermediate hydroxyethyl derivative of BEDT-TTF is prepared in an efficient five-step procedure.
