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ChemicalBook CAS DataBase List 9-Phenyl-9H,9'H-[3,3']bicarbazolyl

9-Phenyl-9H,9'H-[3,3']bicarbazolyl synthesis

13synthesis methods
A mixture of (9-phenyl-9H-carbazol-3-yl)boronic acid (14.2 g,49.5 mmol), 3-bromo-9H-carbazole (11.1 g, 45.0 mmol), Pd(PPh3)4(1.05 g, 0.9 mmol), K2CO3 (2.0 M aqueous solution, 80 mL), toluene(160 mL) and ethanol (80 mL) were stirred under nitrogen at 100 °Cfor 12 h. Until the reaction cooled to room temperature, the grey powder was filtered from the solution and was recrystallized by ethanol to afford 9-Phenyl-3,3'-bicarbazolyl (15.1 g, yield: 82 percent).
854952-58-2 Synthesis
9-Phenyl-9H-carbazol-3-ylboronic acid

854952-58-2
280 suppliers
$18.50/250mg

1592-95-6 Synthesis
3-Bromo-9H-carbazole

1592-95-6
391 suppliers
$5.00/1g

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Yield:1060735-14-9 97%

Reaction Conditions:

Stage #1:N-phenyl-9H-carbazol-3-boronic acid;3-bromo-9H-carbazole with potassium carbonate in ethanol;water;toluene for 0.5 h;Inert atmosphere;
Stage #2: with tris-(dibenzylideneacetone)dipalladium(0);triphenylphosphine in ethanol;water;toluene for 2 h;Reflux;

Steps:

1.1 Example 1 9,9'-Diphenyl-3,3'-bicarbazole
(1)3-Boronic acid-9-phenylcarbazole12.92 g (0.053 mol) of 3-bromocarbazole, 17.28 g (0.125 mol) of potassium carbonate and 100 mL of a solvent (toluene: EtOH: H 2 O = 10: 2: 1) The mixture was purged with nitrogen for 30 min, 0.046 g of Pd2 (dba) 3 and 0.026 g of triphenylphosphine were added and the mixture was heated to reflux. After 2 h, no starting material was detected by TLC. The reaction was terminated by adding water to the aqueous layer and the organic layer was filtered through silica gel to remove the catalyst Toluene was distilled off under reduced pressure, cooled to 13 ° C, suction filtered and dried in vacuo to give 19.80 g of 9-phenyl-3,3'-bicarbazole as a solid in 97% yield.

References:

Puyang Huicheng Electronic Materials Co., Ltd.;Feng Haidong;Wang Yongqiao;Wu Beihong;Li Zheng;Zhang Feifei CN106631984, 2017, A Location in patent:Paragraph 0020; 0021

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