1,1,2,2-tetra(biphenyl-4-yl)ethene synthesis
- Product Name:1,1,2,2-tetra(biphenyl-4-yl)ethene
- CAS Number:7146-38-5
- Molecular formula:C50H36
- Molecular Weight:636.82
3478-90-8
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Yield:7146-38-5 47%
Reaction Conditions:
Stage #1: 4,4'-diphenylbenzophenonewith titanium(IV) tetrachloride;zinc in tetrahydrofuran at -78; for 0.333333 h;Inert atmosphere;McMurry Reaction;
Stage #2: in tetrahydrofuran; for 12 h;Reflux;Inert atmosphere;
Steps:
7 Tetrakis(4,5,9,10-tetrahydropyren-2-yl)ethene (4)
General procedure: To a solution of compound 1 (0.877 g, 2 mmol), zinc dust (0.39 g, 6 mmol) in dry THF (80 mL) was added dropwise titanium (IV) chloride (0.58 g, 3 mmol) under nitrogen at -78 °C. After stirring for 20 min, the reaction mixture was warmed to room temperature and then heated to reflux for 12 h. The reaction mixture was cooled to room temperature and poured into water. The organic layer was extracted with dichloromethane and the combined organic layers were washed with saturated brine solution and water, and dried over anhydrous magnesium sulfate. After filtration and solvent evaporation, the residue was purified by silica-gel column chromatography using hexane/dichloromethane as eluent. Compound 4 was obtained as a yellow-green solid in 52% yield.
References:
Zhang, Zhaoming;Zhao, Yun;Zhang, Ran;Zhang, Lifang;Cheng, Weiqin;Ni, Zhong Hai [Dyes and Pigments,2015,vol. 118,art. no. 4688,p. 95 - 101]
3988-03-2
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29334-18-7
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![[1,1'-Biphenyl]-4-methanol, α-[1,1'-biphenyl]-4-yl-](/CAS/20210305/GIF/4596-95-6.gif)
4596-95-6
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