SYNTHESIS OF A CHIRAL MONOSUBSTITUTED DERIVATIVE OF BIS(ETHYLENEDITHIO)TETRATHIAFULVALENE - REACTION OF THE CYCLIC SULFATE ESTER OF R,R-1,4-DIFLUOROBUTANE-2,3-DIOL WITH 2-THIOXO-1,3-DITHIOLE-4,5-DITHIOLATE
T. Ozturk et al., SYNTHESIS OF A CHIRAL MONOSUBSTITUTED DERIVATIVE OF BIS(ETHYLENEDITHIO)TETRATHIAFULVALENE - REACTION OF THE CYCLIC SULFATE ESTER OF R,R-1,4-DIFLUOROBUTANE-2,3-DIOL WITH 2-THIOXO-1,3-DITHIOLE-4,5-DITHIOLATE, Journal of materials chemistry, 5(10), 1995, pp. 1553-1556
2-Thioxo-1,3-dithiole-4 5-dithiolate reacts stereospecifically with th
e cyclic sulfate ester of R,R-1,4-difluorobutane-2,3-diol by two nucle
ophilic attacks, ring opening of the cyclic sulfate ester at carbon an
d displacement of the nearer fluorine atom, to form a derivative of th
e 1,3-dithiolo[4,5-b]-1,4-dithiin ring system. This product is convert
ed in two steps into an analogue of bis(ethylenedithio)tetrathiafulval
ene with a 2-fluoro-1-hydroxyethyl side-chain, a new substrate for the
preparation of electroactive materials.