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Application of trisilylamine rare earth complex in preparation of borate ester by catalyzing reaction of ester and borane

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 effects of easy product post-treatment, simple and controllable reaction process, and wide application range

Active Publication Date: 2019-10-22
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 trisilylamine rare earth complex in preparation of borate ester by catalyzing reaction of ester and borane
  • Application of trisilylamine rare earth complex in preparation of borate ester by catalyzing reaction of ester and borane

Examples

Experimental program
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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 (3.1mg, 0.005mmol), 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 30min , 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 (400MHz, 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 (3.3mg, 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 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 (2.9mg, 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 application of trisilylamine rare earth complex in preparing boric acid ester by catalyzing reaction of an ester and borane. The catalyst, borane and ester are reacted at roomtemperature in nitrogen to obtain boric acid ester with different substitutions. All raw materials are treated without water and oxygen. The trisilylamine rare earth metal organic complex has the advantages of easy synthesis, low cost and the like; the trisilylamine rare earth complex has LN-N bond, and can efficiently catalyze borohydride reaction of ester to generate borate by using lower catalyst dosage.

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 Applications(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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