Improved synthesis of tetrathiafulvalene

Abstract

Notes lactone 3 and the dithiolactone 12, it was dissolved in methanolic sodium methoxide, cooled, diluted with water, and acidified. The crude 5 thus obtained was dissolved in 5% sodium carbonate, the insoluble fraction was removed by filtration, and the solution was extracted with ether. Acidification gave pure 5, which was dissolved in 50 ml of methanol and refluxed for 35 min to give 1.5 g of 7 as long yellow needles: mp 175-176.5°; ir (Nujol) 5.6, 5.9, 6.2 µ; nmr (CDCla) 7.30 (m, 6, phenyl ), 7.80 (m, 4, phenyl H); mass spectrum m/e 306 (M + ), 278, 250.

Combining High Electron Affinity and Intramolecular Charge Transfer in 1,3‐Dithiole–Nitrofluorene Push–Pull Diads

“…2-Methylthio-1,3-dithiolium triflates 3 A-F: Methyl triflate (3 mmol) was added to a solution of 2 A, [55] 2 B, [56] 2 C, 2 D, 2 E [57] or 2 F [58] (2 mmol) in dry chloroform (10-30 mL), which caused an exothermic reaction. The reaction mixture was stirred at 45 8C for 1 h, then evaporated in vacuum.…”

TTF[Ni(dmit)2]2: From single-crystals to thin layers, nanowires, and nanoparticles

“…After evaporating the solvent, the nanoparticles formed a homogeneous black deposit above the probes of the holder [50]. X-ray and improved subsequently [53][54][55]. The use of TTF as a building block for molecular metals was demonstrated and encouraged following the synthesis of TTF-TCNQ in 1973 [1].…”

Five‐Membered Heterocycles with Two Heteroatoms: O and S Derivatives

“…Alkynes bearing electron-withdrawing groups also react with O,S-ethylene dithiocarbonate 185 (X¼O) or ethylene trithiocarbonate 185 (X¼S) to afford 1,3-dithiole-2-ones 186 (X¼O) or 1,3-dithiole-2-thiones 186 (X¼S) (Scheme 11.52) [160,161]. [166].…”

“…218 Scheme 11.65 Similarly, TTF (144) is obtained from a mixture of trialkylphosphanes and alkynes in the presence of carbon disulfide (Scheme 11.66) [186].…”