Compound cis-G1

cis-(Xantphos)Pd(Ph)(CF2CF2H)

From: Controllable catalytic difluorocarbene transfer enables access to diversified fluoroalkylated arenes

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Compound data: Crystallographic data

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

To a 25 mL of Schlenk tube were added palladium complex (E1) (0.05 mmol, 31 mg, 1 equiv), K2CO3 (0.1 mmol, 13.7 mg, 2.0 equiv), and PhB(OH)2 (0.1 mmol, 12.2 mg, 2.0 equiv). The mixture was evacuated and backfilled with argon for 3 times. 1,4-dioxane (2.5 mL) was then added. The Schlenk tube was screw capped and the mixture was stirred at room temperature for 3 h. The resulting mixture was filtered, and the filtrate was concentrated. The residue was washed by ether and recrystallized by CHCl3/Hexane to give complex cis-G1 (30 mg, 70% yield) as pale yellow color solid. Sample for the X-ray crystal structure analysis was recrystallized from CHCl3/pentane. 1H NMR (400 MHz, CDCl3) δ 7.45 – 6.39 (m, 31 H), 4.31 (tt, J = 55.2 Hz, 7.4 Hz, 1 H), 1.55 (s, 6 H). 19F NMR (376 MHz, CDCl3) δ −93.8 (t, J = 42.1 Hz, 2 F), −136.7 (d, J = 55.0 Hz, 2 F). 31P NMR (162 MHz, CDCl3) δ 12.48 (br, 1 P), 6.12 (br, 1 P).