Bis(thiodimethylene)-tetrahiafulvalene (BTDM-TTF). A new π-electron donor with relevant oxidation properties

Polythiophene and oligothiophene systems modified by TTF electroactive units for organic electronics

“…Unsubstituted thieno[3,4- d ][1,3]dithiole-2-thione ( 17 ) can be constructed by building up either of its two rings, involving cyclisation of a suitable precursor already containing one existing heterocycle. The construction of the 1,3-dithiole-2-thione unit of 17 can be completed using 3,4-dibromothiophene ( 18 ) as a starting material [ 56 ], or by oxidation of dihydroderivative 19 obtained from 4,6-dihydrothieno[3,4- d ][1,2,3]thiadiazole ( 20 ) [ 57 – 58 ]. However, the most reliable method for the synthesis of 4,6-dihydrothieno[3,4- d ][1,3]dithiole-2-thione ( 19 ) is cyclisation of 4,5-bis(bromomethyl)-1,3-dithiole-2-thione ( 21 ) [ 59 ] (synthetic pathway A).…”

Improved Synthesis of the π-Electron Donor Bis(ethylenethio)tetrathiafulvalene (BET-TTF)

“…3,4 We have been involved in the synthesis of new p-donors of the TTF family having a five-membered ring containing a sulfur atom as substituent of the TTF core. 5 One of them, BET-TTF (1), is an excellent donor which forms highly conducting cation radical salts with both diamagnetic [6][7][8][9] and paramagnetic counterions. 10 However, the previously reported syntheses of the BET-TTF donor 5,11 produce only small amounts (~130 milligrams) of pure donor in each synthesis due to the poor yields of the steps involved and to the difficult purification of the intermediate compounds.…”

Chemical Properties of 1,2,3‐Thiadiazoles

“…These thiones were coupled to give the corresponding tetrathiafulvalenes 163 and 164, which are of possible use as π-electron donors 62,63. This route was used before in the synthesis of tetrathiafulvalenes from other fused 1…”