Synthesis and application of rare-earth metal frustrated Lewis pair containing tridentate NNP ligand
A Lewis acid-base pair, rare earth metal technology, applied in the field of catalysis, can solve the problems of low activity and few application examples of main group element compounds, and achieve the effect of simple process
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
preparation example Construction
[0096] A method for preparing rare earth metal hindered Lewis acid-base pairs, comprising the steps of:
[0097] Step S1: reacting the tridentate NNP ligand with the first rare earth compound in an organic solvent to obtain a second rare earth compound.
[0098] Wherein, the tridentate NNP ligand is the tridentate NNP ligand provided by the present invention; the first rare earth compound is a trialkyl rare earth compound or a triamine based rare earth compound. For example, the first rare earth compound is RE(CH 2 SiMe 3 ) 3 or RE(CH 2 SiMe 3 ) 3 (THF) 2 .
[0099] Among them, the role of the organic solvent is to provide a medium basis for the reaction. The organic solvent may be selected from toluene, chlorobenzene and the like. Of course, it can be understood that the organic solvent is not limited thereto, and can also be other organic solvents considered suitable by those skilled in the art.
[0100] In step S1, the tridentate NNP ligand replaces an alkyl group...
Embodiment 1
[0157] 2-((2,6-Diisopropylphenyl)amino-3-penten-2-one Preparation method:
[0158] Acetylacetone (14.7ml, 0.143mol), 2,6-diisopropylaniline (28ml, 0.143mol) and a catalytic amount of p-toluenesulfonic acid (0.247g, 1.43mmol) were heated to reflux in toluene (150mL) 12h. The water produced in the reaction was removed through a water separator. After the reaction, the solvent was removed from the reaction solution under vacuum to obtain 35 g of yellow oily liquid with a yield of 94%.
[0159]2-((2,6-diisopropylphenyl)amino-3-penten-2-one (1.70g, 6.5mmol), 2-(diphenylphosphino)ethylamine (1.50g, 6.5mmol) and catalytic amount of p-toluenesulfonic acid (0.112g, 0.65mmol) in toluene (60mL) was heated to reflux for 72h. The water produced in the reaction was removed by a water separator. After the reaction was finished, the reaction solution was removed under vacuum As a solvent, about 5 mL of methanol was added thereto and frozen at -30°C for 5 days to precipitate a yellow crysta...
Embodiment 2
[0168] 2-((2,6-Diisopropylphenyl)amino-3-penten-2-one (2.13g, 8.2mmol), 2-(diphenylphosphino)propylamine (2.00g, 8.2 mmol) and catalytic amount of p-toluenesulfonic acid (0.141g, 0.82mmol) were heated to reflux 72h in toluene (80mL). The water produced in the reaction was removed by a water trap. After the reaction was finished, the reaction solution was removed from the solvent under vacuum , to which about 5 mL of methanol was added and placed at -30° C. for 1 day to precipitate a yellow solid. Suction filtration, washing with hexane (3×3 mL), and vacuum drying.
[0169] A tridentate NNP ligand was obtained, denoted as HL2.
[0170] HL2 is a light yellow powder with a mass of 2.38 g and a yield of 60%.
[0171] The structure of the tridentate NNP ligand HL1 was characterized by high-resolution mass spectrometry, hydrogen NMR spectrum, carbon spectrum and phosphorous spectrum. Data are as follows:
[0172] HRMS (ESI) m / z calculated value: C 31 h 40 N 2 P[M+H] + :485.30...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More