Synthesis
General procedure: [RuCl2(p-cymene)]2 (2.3 mg, 3.8 μmol) and TpMe2K (2.5 mg, 7.5 μmol) were placed in a resealable Schlenk tube. The tube was evacuated, backfilled three times with nitrogen to remove air, and m-trifluorotoluene (5 mmol) was added. After stirring the mixture for 1 h at room temperature, pinacolborane (36 μL, 0.25 mmol) was slowly added via syringe. The reaction mixture was stirred at 120 °C for 16 hours. Upon completion of the reaction, the reaction mixture was analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). The volatile components were removed under reduced pressure and the residue was purified by short-range distillation (Kugelrohr distillation) to afford the target product 3,5-bis(trifluoromethyl)phenylboronic acid pinacol ester.
References
[1] Dalton Transactions, 2015, vol. 44, # 29, p. 13007 - 13016
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 41, p. 10336 - 10340
[3] Organic letters, 2001, vol. 3, # 18, p. 2831 - 2833
[4] Journal of the American Chemical Society, 2000, vol. 122, # 51, p. 12868 - 12869
[5] Journal of the American Chemical Society, 2000, vol. 122, # 51, p. 12868 - 12869