Electric Literature of 105309-59-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 105309-59-9 name is Tetrakis(4-bromophenyl)methane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
To a solution of tetrakis(4-bromophenyl)methane (0.6360 g,1 mmol) and N-(tert-butoxycarbonyl)-pyrrol-2-ylboronic acid(1.0128 g, 4.8 mmol) in 30 mL of THF was added 10 mL of a saturatedaqueous solution of potassium carbonate, and then degassedby bubbling nitrogen gas for 15 min. After adding Pd(PPh3)4 (57 mg,0.05 mmol) under a nitrogen atmosphere, the reaction mixturewasstirred at 80 C for 12 h, and then cooled to room temperature. Theresulting mixture was extracted with ethyl acetate three times. Thecombined organic layer was washed with deionized water anddried over sodium sulfate. After concentration under reducedpressure, the residual oil was purified by column chromatographyusing n-hexane: ethyl acetate (30: 1) as the eluent to give thedesired product as a light yellow solid in 81% yield. 1H NMR(400 MHz, DMSO-d6, d): 7.35 (t, J 2.0 Hz, 4 H), 7.30 (d, J 8.0 Hz,8 H), 7.26 (d, J 8.0 Hz, 8 H), 6.27 (s, 8 H), 1.29 (s, 36 H). 13C NMR(600 MHz, CDCl3, d): 149.92, 145.93, 134.96, 132.37, 130.58, 128.67,123.22, 115.03, 110.98, 84.10, 64.85, 28.05.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, Tetrakis(4-bromophenyl)methane, and friends who are interested can also refer to it.
Reference:
Article; Yang, Yanqin; Zhang, Qiang; Zheng, Jifu; Zhang, Suobo; Polymer; vol. 54; 13; (2013); p. 3254 – 3260;,
Bromide – Wikipedia,
bromide – Wiktionary