Synthesis and properties of T-shaped organic conjugates based on 3,6-diarylpyridazine-fused tetrathiafulvalene

Ningjuan Zheng, Hongda Li, Guangyan Sun, Keli Zhong, Bingzhu Yin
2013 Organic and biomolecular chemistry  
Typical procedure for compounds 1: A mixture of tetrabutylammonium bis(2-thioxo-1,3-dithiole-4,5-dithio-late) zincate (1.31g, 1.81mmol) and the corresponding alkyl bromide [1,2] (9.05mmol) in CH 3 CN (60mL) was refluxed overnight. After cooling, the solution was evaporated in vacuo to dryness. The residue was purified by column chromatography on silica gel using CH 2 Cl 2 /petroleum ether (60-90ºC) (v/v, 1:5) as the eluent to give 1. Compound 1c. A yellow oil, yield 87.8%. 1 H NMR (300 MHz,
more » ... 3 ): δ = 2.86 (d, 3 J (H,H) = 6.15 Hz, 4H, SCH 2 ), 1.65-1.57 (m, 4H, CH 2 ), 1.36-1.27 (m, 60H, CH 2 ), 0.93 ppm (t, 3 J (H,H) = 7.5 Hz, 12H, CH 3 ); 13 C NMR (75 MHz, CDCl 3 ): δ = 211.MS (MALDI-TOF): m/z (%): 759.0 ([M + ], 100). Compound 1d. A yellow oil, yield: 95.1%. 1 H NMR (300 MHz, CDCl 3 ): δ = 2.86 (d, 3 J (H,H) = 6.15 Hz, 4H, SCH 2 ), 1.65-1.57 (m, 4H, CH 2 ), 1.36-1.26 (m, 74H, CH 2 ), 0.93 ppm (t, 3 J (H,H) = 7.5 Hz, 12H, CH 3 ); 13 C NMR (75 MHz, CDCl 3 ): δ = 211.
doi:10.1039/c3ob40704g pmid:23807581 fatcat:lp75aheugzctvcgvs6krrereiu