Application of tri-silicon amine rare earth complex to catalyzing of hydroboration reaction of ketone and borane
A technology of rare earth complexes and trisilicon amines, applied in catalytic reactions, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve the problems of rare earth complexes not found, and achieve the goal of reaction process Simple and controllable, mild reaction conditions, easy synthesis
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Embodiment 1
[0028] Embodiment one: La[N(SiMe 3 ) 2 ] 3 Catalytic synthesis of boronate from acetophenone and pinacol borane
[0029] Under an inert gas atmosphere, the catalyst La[N(SiMe 3 ) 2 ] 3 hexane solution (0.1 mL, 0.01 mol / L), then add pinacol borane (0.145 mL, 1 mmol) with a pipette, and then add acetophenone (0.117 mL, 1 mmol) with a pipette, After reacting at room temperature for 10 min, use a dropper to draw a drop into the nuclear magnetic tube, add CDCl 3 Dubbed into a solution. Calculated 1 H spectrum yield was 98%. NMR data of the product: 1 H NMR (CDCl 3 , 400MHz) δ : 7.28~7.30(m, 2H), 7.21~7.25 (m, 2H), 7.13~7.17 (m, 1H), 5.18 (q, J =6.4 Hz, 1H), 1.42 (d, J = 6.5 Hz, 3H), 1.16+1.13(two s, 6H each).
Embodiment 2
[0030] Embodiment two: Nd[N(SiMe 3 ) 2 ] 3 Catalytic synthesis of boronate from acetophenone and pinacol borane
[0031] Under an inert gas atmosphere, add the catalyst Nd[N(SiMe 3 ) 2 ] 3 hexane solution (0.1 mL, 0.01 mol / L), then add pinacol borane (0.145 mL, 1 mmol) with a pipette, and then add acetophenone (0.117 mL, 1 mmol) with a pipette, After reacting at room temperature for 10 min, use a dropper to draw a drop into the nuclear magnetic tube, add CDCl 3 Dubbed into a solution. Calculated 1 H spectrum yield was 93%. The NMR data of the product are the same as in Example 1.
Embodiment 3
[0032] Embodiment three: Sm[N(SiMe 3 ) 2 ] 3 Catalytic synthesis of boronate from acetophenone and pinacol borane
[0033] Under an inert gas atmosphere, the catalyst Sm[N(SiMe 3 ) 2 ] 3 hexane solution (0.1 mL, 0.01 mol / L), then add pinacol borane (0.145 mL, 1 mmol) with a pipette, and then add acetophenone (0.117 mL, 1 mmol) with a pipette, After reacting at room temperature for 10 min, use a dropper to draw a drop into the nuclear magnetic tube, add CDCl 3 Dubbed into a solution. Calculated 1 H spectrum yield was 93%. The NMR data of the product are the same as in Example 1.
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