Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Application of Trisilamine Rare Earth Complex in Catalytic Hydroboration of Ketone and Borane

A technology of rare earth complexes and trisilicon amines, which is applied in catalytic reactions, organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, etc., can solve the problems of undiscovered rare earth complexes and achieve the goal of reaction process Simple and controllable, simple structure, and the effect of reducing the amount of catalyst

Active Publication Date: 2018-01-19
SUZHOU UNIV
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, it is necessary to explore new catalytic systems to improve the previous deficiencies. So far, no reports have been found about rare earth complexes as catalysts for catalyzing hydroboration reactions.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Application of Trisilamine Rare Earth Complex in Catalytic Hydroboration of Ketone and Borane
  • Application of Trisilamine Rare Earth Complex in Catalytic Hydroboration of Ketone and Borane
  • Application of Trisilamine Rare Earth Complex in Catalytic Hydroboration of Ketone and Borane

Examples

Experimental program
Comparison scheme
Effect test

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, in 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 , 400 MHz) 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, in 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, in 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.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses the application of a trisilicon amine rare earth complex in catalyzing the hydroboration reaction of ketones and boranes. base ketones. The trisilicon amine rare earth complex disclosed by the present invention can catalyze the hydroboration reaction of ketone and borane with high activity under mild conditions (room temperature), and the amount of catalyst only needs 0.1-0.5% of the molar amount of ketone; the reaction speed is very fast, and the reaction The yield of more than 90% can be reached in 10 minutes. Compared with the existing catalytic system, it not only reduces the amount of catalyst used, but also increases the yield. The required time is short, the reaction conditions are mild, and it is highly in line with atom-economical synthesis.

Description

technical field [0001] The invention relates to an application technology of a metal organic complex, in particular to the application of a trisiliconamine rare earth complex in catalyzing the hydroboration reaction of ketone and borane. Background technique [0002] Organoboranes are a very important class of intermediates in organic transformations. Borate compounds have a wide range of applications, not only as polymer additives, gasoline additives, sterilizers, flame retardants, but also as lubricating oil additives and automobile brake fluids. At the same time, the research as a special surfactant is gradually deepening. Borate ester surfactants with boron-oxygen bonds have good compatibility with macromolecular substances, so they are often used as antistatic agents for synthetic resins. [0003] The easiest way to synthesize boric acid ester is the direct condensation reaction of boric acid and alcohol or phenol. There are also some other methods, such as the direc...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/04B01J31/22
CPCB01J31/1805B01J2231/344B01J2531/0213B01J2531/37B01J2531/38C07F5/04
Inventor 薛明强武振杰洪玉标沈琪
Owner SUZHOU UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com