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Application of Trisiliconamine Rare Earth Complex in Catalyzing the Reaction of Ester and Borane to Prepare Boric Ester

A technology of rare earth complexes and trisilicon amines, applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, chemical instruments and methods, etc., can solve the problem of high catalyst dosage and unstable chemical properties of catalysts and other problems, to achieve the effect of easy product post-treatment, simple and controllable reaction process, and increased yield

Active Publication Date: 2022-02-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The chemical properties of the catalyst in the prior art are unstable, requiring a higher amount of catalyst

Method used

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  • Application of Trisiliconamine Rare Earth Complex in Catalyzing the Reaction of Ester and Borane to Prepare Boric Ester
  • Application of Trisiliconamine Rare Earth Complex in Catalyzing the Reaction of Ester and Borane to Prepare Boric Ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Embodiment one: La[N(SiMe 3 ) 2 ] 3 Catalytic synthesis of boronate from benzyl benzoate and pinacol borane

[0021] Under nitrogen atmosphere, the catalyst La[N(SiMe 3 ) 2 ] 3 (3.1 mg, 0.005 mmol), add benzyl benzoate (189.8 μL, 1 mmol) with a pipette gun, and then add pinacol borane (319.2 μL, 2.2 mmol) with a pipette gun, react at room temperature for 30 min , contact air to terminate the reaction, use a dropper to draw a drop into the NMR tube, add CDCl 3 Dubbed into a solution. Calculated 1 H spectrum yield was 99%. NMR data of the product: 1 H NMR (400 MHz, CDCl 3 ) δ 7.35 – 7.27 (m, 10H, ArH), 4.92 (s, 4H, OCH 2 ), 1.25 (s,26H, CH 3 ).

Embodiment 2

[0022] Embodiment two: Yb[N(SiMe 3 ) 2 ] 3 Catalytic synthesis of boronate from benzyl benzoate and pinacol borane

[0023] Under nitrogen atmosphere, the catalyst Yb[N(SiMe 3 ) 2 ] 3 (3.3 mg, 0.005 mmol), add benzyl benzoate (189.8 μL, 1 mmol) with a pipette gun, and then add pinacol borane (319.2 μL, 2.2 mmol) with a pipette gun, and react at room temperature for 30 min, Expose to air to terminate the reaction, use a dropper to draw a drop into the NMR tube, add CDCl 3 Dubbed into a solution. Calculated 1 H spectrum yield was 10%.

Embodiment 3

[0024] Embodiment three: Y[N(SiMe 3 ) 2 ] 3 Catalytic synthesis of boronate from benzyl benzoate and pinacol borane

[0025] Under nitrogen atmosphere, add catalyst Y[N(SiMe 3 ) 2 ] 3 (2.9 mg, 0.005mmol), add benzyl benzoate (189.8 μL, 1mmol) with a pipette gun, and then add pinacol borane (319.2 μL, 2.2 mmol) with a pipette gun, react at room temperature for 30min, Expose to air to terminate the reaction, use a dropper to draw a drop into the NMR tube, add CDCl 3 Dubbed into a solution. Calculated 1 H spectrum yield was 88%. The NMR data of the product are the same as in Example 1.

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PUM

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Abstract

The invention discloses the application of trisilicon amine rare earth complex in catalyzing the reaction of ester and borane to prepare boric acid ester. At room temperature and in nitrogen, the catalyst, borane and ester are reacted to obtain boric acid ester with different substitutions; all raw materials After anhydrous and oxygen-free treatment. The trisilicon amine rare earth metal organic complex of the present invention has the advantages of easy synthesis and low cost. The silicon amine rare earth complex has Ln-N bonds, and can efficiently catalyze the hydroboration reaction of esters to generate boron by using a relatively low catalyst dosage. Ester.

Description

technical field [0001] The invention relates to the application field of a rare earth metal organic complex, in particular to the application of the trisiliconamine rare earth complex in catalyzing the hydroboration reaction of ester and borane. Background technique [0002] Organic borates can be regarded as orthoboric acid B(OH) 3 Derivatives in which the hydrogen in is replaced by an organic group, in addition to metaborate (ROBO) 3 . The range of applications of boric acid ester compounds is very wide, and it is a main raw material for the synthesis of boron-containing compounds, which is one of its important uses. In addition, boric acid ester compounds can not only be used as rust inhibitors for cleaning agents, preservatives, polymer additives, anti-wear additives, automobile brake fluids, gasoline additives, flame retardants, but also lubricating oil additives. [0003] Since the pioneering research on borane by Stock et al. in 1912, the electron-deficient charact...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/04B01J31/22
CPCC07F5/04B01J31/1805B01J2531/37B01J2531/38B01J2531/36
Inventor 薛明强徐晓娟康子晗颜丹丹郑煜沈琪
Owner SUZHOU UNIV
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