225 results about "Chiral ligand" patented technology

The invention discloses a method for preparing a chiral furanone ester derivative, which comprises the following steps: adding a metal catalyst into a solvent, sequentially adding a carboxylic acid compound I or a carboxylic acid compound II and a butene lactone compound III, introducing inert gas, stirring, post-treating and purifying to obtain a chiral furanone ester compound IV; the palladium catalysis system is composed of palladium salt and a chiral ligand V, and the chiral ligand has a structure shown in a formula V.

The invention belongs to the technical field of asymmetric catalysis, and discloses a chiral phosphine nitrogen-nitrogen tridentate ligand based on a ferrocene skeleton as well as a preparation method and application of the chiral phosphine nitrogen-nitrogen tridentate ligand. The structural formula of the ligand is shown as (I) or an enantiomer (II) of the ligand. The preparation method comprises the steps of acylation reaction, oxazoline ring construction, aldehyde group introduction, reductive amination and the like, and application in asymmetric hydrogenation reaction, such as asymmetric hydrogenation of aryl ketone. The ligand has a plurality of chiral factors, simultaneously has a potential hydrogen bond donor, forms secondary interaction with a substrate in an asymmetric catalytic reaction, can further stabilize a reaction transition state, is an efficient novel chiral P, N, N-ligand, has the advantages of high reaction activity, good stereoselectivity, wide substrate range and the like, and has a wide application prospect. # imgabs0 #

The invention discloses a copper oxide / cuprous oxide heterogeneous nano-material with chiral morphology and a preparation method thereof, and the method comprises the following steps: 1, mixing a copper salt aqueous solution and a surfactant aqueous solution to obtain a mixed solution A, taking a chiral ligand aqueous solution to add into the mixed solution A under a stirring state, and stirring at room temperature to obtain a copper oxide / cuprous oxide heterogeneous nano-material; a copper ion reaction precursor solution is obtained; and 2, adding a sodium hydroxide aqueous solution into the copper ion reaction precursor solution, stirring at room temperature to obtain a mixed solution B, transferring the mixed solution B into a hydrothermal reaction kettle, putting the hydrothermal reaction kettle into a drying oven, reacting at 120-160 DEG C for 2-6 hours, after the reaction is finished, centrifugally separating out a precipitate, and sequentially washing and drying in vacuum to obtain the copper ion catalyst. The copper oxide / cuprous oxide heterogeneous nano material with chiral morphology is obtained. The preparation method is simple, low in cost and easy to implement, and the obtained chiral copper oxide / cuprous oxide heterogeneous nano material has good structural stability and crystallinity.

The invention discloses a zinc sulfide nano material with chiral morphology and a preparation method thereof, and the method comprises the following steps: 1, adding an alkali source solution into a chiral ligand aqueous solution, and carrying out ultrasonic treatment at 30 DEG C to obtain a chiral ligand reaction precursor solution; 2, adding a zinc salt solution into the chiral ligand reaction precursor solution, and stirring to obtain a mixed turbid solution; 3, placing the mixed turbid liquid in a water bath kettle at the temperature of 15-50 DEG C, keeping the temperature for 3-30 minutes, separating out precipitates, washing and freeze-drying to obtain a zinc-chiral ligand complex nano material; and 4, transferring the zinc-chiral ligand complex nano-material to a quartz porcelain boat, putting the quartz porcelain boat into a tubular furnace, heating from room temperature to 300-700 DEG C at a heating rate of 1-5 DEG C / min in a protective atmosphere, calcining for 1-12 hours, and cooling to obtain the zinc sulfide nano-material with chiral morphology. The preparation method is simple, easy to control, low in cost and high in universality, and the prepared chiral zinc sulfide nano material has good crystallinity and stability.

The application relates to a chiral NSiN ligand based on a phenyloxazoline skeleton, a preparation method and application thereof, wherein the chiral NSiN ligand is prepared from a chiral phenyloxazoline bromide with R or S configuration through lithiation and silylation. The chiral NSiN ligand can be used in transition metal catalyzed asymmetric synthesis, and is used in catalyzing an allylic sulfonylation reaction with a cobalt catalyst, and shows high reaction activity and high stereoselectivity.

A quinazolinone catalyst with both N-N and C-C axis chirality and its synthesis method and application, its chemical structural formula is shown in Formula 4; Synthesis method: using indole-derived o-aminobenzamide and 1-naphthaldehyde derivative as raw materials, using molecular sieve as dehydrating agent, bromobenzene as reaction solvent, stirring for 4h under the catalysis of chiral phosphoric acid and 10°C, then adding ethyl acetate, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, stirring for 10h under room temperature, TLC tracking reaction to complete formula 3 compound; using formula 3 compound, phenylsilane, trifluoromethanesulfonic acid as raw materials, adding toluene, stirring reaction under 100°C, TLC tracking reaction to end to obtain formula 4 compound. The catalyst prepared by the present invention can be used as a chiral ligand in transition metal-catalyzed asymmetric allylation reaction, with excellent stereoselectivity control effect; the method has mild reaction conditions, low cost and high enantioselectivity.

This invention discloses a novel chiral bipyridine ligand, its synthesis method, and its application. The novel chiral bipyridine ligand is selected from compounds with the following structures: The chiral ligand of this invention has been successfully applied in the copper-catalyzed asymmetric ring-opening / cross-coupling reaction of cyclic diaryl iodine and secondary amine, yielding the product with excellent yield and ee value.

This invention discloses a chiral [oxyindole-pyrrolidine-β-lactam] bispirocyclic compound containing trifluoromethyl groups, with the following structural formula: The preparation includes the following steps: 1. Sequentially adding a metal catalyst, a chiral ligand, a base, indigo-derived trifluoromethylimine ylide, and 3-methylene β-lactam, followed by the addition of an organic solvent to obtain a mixture. The mixture is stirred at a reaction temperature of 0℃ to 50℃. 2. After the reaction is complete, the chiral [oxyindole-pyrrolidine-β-lactam] bispirocyclic compound containing trifluoromethyl groups is obtained through post-processing. The chiral [oxyindole-pyrrolidine-β-lactam] bispirocyclic compound containing trifluoromethyl groups prepared in this application lays a material foundation for in-depth drug activity research based on new drug development.

The invention discloses a method for preparing a chiral benzhydrol compound through asymmetric hydrogenation of o-amido benzophenone under catalysis of rhodium. The chiral rhodium catalyst is generated in situ from a metal rhodium salt and a chiral phosphine-phosphoramidite ligand in various solvents. Compared with other methods for synthesizing chiral benzhydrol, the method has the characteristics of cheap catalyst, easiness in preparation of chiral ligand, mild reaction conditions, simplicity and convenience in operation, high yield, high enantioselectivity and the like, and can be applied to large-scale preparation of chiral benzhydrol compounds. The method is also suitable for efficient preparation of the rice plant growth regulation inhibitor (S)-Inabenide, the yield can reach 92%, the enantioselectivity can reach 96%, and the method has good industrial application prospects.

The present invention relates to the technical field of material chemistry, and in particular to a chiral nickel oxide nanoparticle and a preparation method thereof, wherein the preparation method comprises the following steps: S1, preparing a transition metal nickel ion reaction precursor solution and an oxalate ion reaction precursor solution; S2, adding the oxalate ion reaction precursor solution to the transition metal nickel ion reaction precursor solution to obtain a mixed solution; S3, stirring and heat-insulating in a water bath until a mixed turbid liquid is obtained; S4, centrifuging the mixed turbid liquid, and washing the centrifuged precipitate with deionized water and ethanol to obtain a chiral nickel oxalate nanomaterial; and S5, calcining to obtain a chiral nickel oxide nanoparticle. The present invention combines an inorganic compound with a chiral ligand to synthesize a chiral nickel oxalate precursor, and then calcining the chiral nickel oxalate precursor to obtain the chiral nickel oxide nanoparticle; a simple and efficient coprecipitation method and a calcination method are adopted, and the reaction conditions are easy to implement, the process is simple, the cost is low, and the chiral nickel oxide nanoparticle has good universality.

The invention discloses a novel C2 symmetric chiral bisamide ligand and a preparation method and application thereof, the ligand has a structure as shown in # imgabs0 #, Ar is aryl, the relative positions of two sulfur in the general formula are different, * represents a chiral center, R is 4-methylbenzyl, 4-bromobenzyl, 2, 6-dimethylbenzyl, methyl or benzyl, and n represents 1 or 2. Dithiophenol and (2S, 3S)-2, 3-diphenylaziridine react to obtain an intermediate, and the intermediate and nitrogen-substituted chiral cyclic amino acid or 2-diphenylphosphinobenzoic acid are subjected to dehydration condensation to obtain various ligands with novel structures. A catalyst formed by complexing the ligand and an allyl palladium chloride dimer can be used as a chiral ligand for efficiently catalyzing an asymmetric allyl alkylation reaction.

The application belongs to the technical field of asymmetric catalytic synthesis, and particularly relates to an alpha-carbon chiral phosphine compound and a preparation method thereof. In a protective gas atmosphere, an asymmetric boron protonation reaction is carried out on a dienyl phosphine oxide compound shown in a structure of formula II, pinacol borate, a copper (I) catalyst, a chiral ligand, an organic alkaline compound and a proton additive in a polar organic solvent to obtain an alpha-carbon chiral phosphine compound shown in a structure of formula I; the chiral ligand is a cyclic phosphine ligand (S, S)-Ph-BPE or a cyclic phosphine ligand (R, R)-Ph-BPE. The preparation method provided by the application can synthesize the alpha-carbon chiral phosphine compound shown in the structure of formula I with high yield and excellent enantioselectivity, the synthesis method is simple and low in cost, and the alpha-carbon chiral phosphine compound can be further converted into a new optically active product.

The invention discloses a chiral indolone spirochroman compound as well as a synthesis method and application thereof, and belongs to the field of organic chemical synthesis and medicines. The structure of the compound is an indolone spirochroman skeleton with a C3-site spiro chiral center, and the synthesis method comprises the following steps: at room temperature, dissolving palladium and a chiral ligand (L) in an organic solvent, stirring, sequentially adding acetenyl cyclic carbonate (I) and a 3-substituted indolone derivative (II), stirring to react, and separating and purifying to obtain the compound. The compound provided by the invention can be efficiently converted into other indolone spirochroman compounds with novel structures through simple reaction, and has good potential application value in the research of antitumor drugs; the synthesis method disclosed by the invention is novel and has the advantages of simplicity in operation, mild reaction conditions, good substrate universality, high yield, high stereoselectivity and the like.

The application discloses a rhodium-catalyzed desymmetrization hydroformylation method for constructing polychiral center carbon ring nucleosides. The method for constructing polychiral center carbon ring nucleosides comprises the following steps: under the condition of an inert atmosphere, an acetylacetone dicarbonyl rhodium metal precursor and a chiral ligand are added into an organic solvent to prepare a catalyst solution, the catalyst solution is mixed with a substrate, and a reaction is carried out under the condition of a hydrogen atmosphere and a carbon monoxide atmosphere; after the reaction is completed, filtration and purification are carried out, and polychiral center cycloalkyl aldehyde is obtained; and the aldehyde group is converted to obtain the polychiral center carbon ring nucleosides. The method for constructing polychiral center carbon ring nucleosides has the advantages of high selectivity, wide substrate compatibility, high reaction efficiency, easy conversion of products, and the like. The whole reaction process can obtain polychiral center cycloalkyl aldehyde in one step with extremely high enantioselectivity and diastereoselectivity, the aldehyde group is converted, polychiral center carbon rings can be obtained with high yield, high dr value and high ee value, and the method is simple and easy to operate.

The invention mainly relates to the technical field of heterocyclic compounds. According to the production process of lobeline hydrochloride, LBL00 and a glutaraldehyde aqueous solution are used as starting materials, LBL00 is hydrolyzed to obtain LBL01, LBL01 and glutaraldehyde react to construct a key intermediate LBL02, LBL02 is reduced to obtain LBL03, the intermediate LBL03 is subjected to catalytic acylation through a chiral ligand to obtain an intermediate LBL04, the intermediate LBL04 is oxidized to obtain an intermediate LBL05, the intermediate LBL05 is hydrolyzed to obtain an intermediate LBL06, and the intermediate LBL06 is subjected to hydrolysis to obtain the lobeline hydrochloride. And decolorizing the intermediate LBL06, recrystallizing, drying and sub-packaging to obtain LBL, namely lobeline hydrochloride. Compared with the prior art, the materials LBL00 and glutaraldehyde are the main chemical structure fragments of LBL, the reaction steps can be reduced by selecting the materials as the starting materials, and the risk of impurity increase in the synthesis process can be avoided.

The application discloses a five-membered ring containing alkynyl or triazole functional group P The chiral phosphine oxide compound is obtained through Domino Heck-Sonogashira cascade reaction by taking a prochiral tertiary phosphine oxide compound containing a double ethylene group and phenylacetylene as raw materials, transition metal palladium catalyst and chiral TADDOL phosphoramidite ligand under the protection of inert gas P The chiral phosphine oxide compound has a product yield of 96% and an enantioselectivity ee value of 99%, and a diastereoselectivity dr value of greater than 20:1. The application adopts an asymmetric desymmetrization strategy, uses a Heck reaction to start and a Sonogashira reaction to end a cascade reaction, simultaneously constructs P The chiral and quaternary carbon chiral center has mild reaction conditions, simple operation and good substrate universality, provides a compound skeleton with diversity, and is successfully applied to a palladium-catalyzed asymmetric allyl substitution reaction as a chiral ligand.

According to the method, an enamine intermediate (2Z)-4-oxo-4-[3-(trifluoromethyl)-5, 6-dihydro-[1, 2, 4] triazolo [4, 3-a] pyrazine-7 (8H)-yl]-1-(2, 4, 5-trifluorophenyl) butyl-2-ene-2-amine is used as an initial raw material, and the Sitagliptin is synthesized through synergistic catalysis asymmetric hydrogenation of a cobalt catalyst and a chiral ligand. The R-configuration sitagliptin is prepared by one step, the reaction yield and stereoselectivity are high, the catalytic reaction effect is good, the cost is low, and the method is suitable for industrial large-scale production.

The invention relates to the technical field of organic synthesis, in particular to a method for synthesizing a chiral allene compound from aromatic hydrocarbon and alkyne. A simple aromatic hydrocarbon compound and thianthrene-S-oxide are designed to construct an aryl thianthrene salt in situ under the action of an electrophilic activation reagent, then the aryl thianthrene salt constructed in situ under catalysis of a palladium catalyst and a chiral ligand is subjected to an asymmetric Heck reaction with alkyne, and the tri-substituted chiral allene compound is rapidly and efficiently constructed. The method is mild in condition, wide in substrate range and excellent in enantioselectivity and yield, and meanwhile, chiral allene fragments can be introduced into salicin and indometacin which have anti-inflammatory and analgesic activities.

The invention discloses a chiral oxazoline ligand containing an indole skeleton as well as a synthesis method and application of the chiral oxazoline ligand. The chiral ligand has a structure as shown in a formula 1, and R1 is selected from one of alkyl, substituted alkyl, aryl and substituted aryl. The chiral oxazoline ligand of the indole skeleton can realize high-enantioselectivity Friedel-Crafts reaction of an indole skeleton compound, the reaction is one of important carbon-carbon bond forming methods in organic synthesis, and a chiral indole derivative can be efficiently generated; the chiral indole derivative has important application in synthesis of natural products and bioactive compounds. In addition, raw materials used for preparing the compound are cheap and easy to obtain, the synthesis route is short, the related reaction is a basic organic chemical reaction, the process is simple and convenient, the product is easy to separate and purify, and the method is suitable for large-scale synthesis.

The invention provides a chiral delta-lactam compound as well as a preparation method and application thereof. The preparation method of the chiral delta-lactam compound comprises the following steps: taking a 1, 4, 2-dioxazole-5-ketone derivative and a nucleophilic reagent as raw materials, and reacting under the action of a chiral metal catalyst and an additive to generate the chiral delta-lactam compound. According to the synthesis strategy, under the catalysis of a chiral Ir (III) catalyst, an olefin part in a substrate molecule and electrophilic metal nitrogen are subjected to an electrophilic addition reaction to generate a carbocation intermediate, then 1, 2-negative hydrogen migration is carried out under the promotion of a chiral ligand, more stable aza carbocations are formed, and the chiral Ir (III) compound is synthesized. And a nucleophilic reagent captures the compound to form a delta-lactam compound containing a continuous gamma, delta-chiral center. The method has excellent yield, diastereomer selectivity and enantiomer selectivity, and is compatible with various carbon, nitrogen and oxygen nucleophilic reagents and biological related molecules. The invention provides a brand-new efficient route for synthesis of the chiral delta-lactam compound.

The application discloses chiral bis-thiophene-bis-nitrogen-oxygen ligands BbTh-2NO and BTh-2NO. The ligands comprise bis-thiophene groups and nitrogen-oxygen groups (sulfur atoms of the bis-thiophene and oxygen atoms of the nitrogen-oxygen groups belong to electron-rich coordination sites), can form six-membered ring coordination with Lewis acid soft metal palladium, thereby generating chiral ligand metal palladium complexes, and are applied as chiral ligands in asymmetric catalytic reactions. Therefore, the application has important application value in the field of asymmetric catalytic synthesis, and a synthesis method thereof is very economical and simple. The application also has good air stability, wide applicability and good compatibility for various substituents.

The invention discloses a chiral alpha-aryloxy benzoxazole acetate compound and a synthesis method thereof, and the chiral alpha-aryloxy benzoxazole acetate compound is an optically active compound with a structure as shown in the following formula I, and comprises a stereoisomer with the same chemical general formula. According to the method, a complex formed by a chiral ligand and metal is used as a catalyst, an electrochemical catalysis asymmetric aryloxylation reaction is used as a key step, and the target chiral compound is accurately and efficiently synthesized with high yield and high stereoselectivity. The preparation method is simple, reaction conditions are mild, atom economy is excellent, and the prepared chiral alpha-aryloxy benzoxazole acetate compound has good biological activity potential, can be widely applied to the field of drug intermediate synthesis and has remarkable biomedical practicability and industrial large-scale production prospects.

The application discloses a catalytic synthesis method of chiral polysubstituted hydrogenated quinoline compounds, and belongs to the field of organic synthesis. The application comprises the following steps: at 0-40 DEG C, alcohol or halogenated alkane is used as a solvent, a copper metal catalyst and a chiral ligand are added, and reaction is carried out under nitrogen protection for 0.5-2 hours; the temperature is lowered to-60-0 DEG C; then, o-aminophenyl nitrone, propargyl alcohol ester and alkali are sequentially added; and reaction is carried out for 6-48 hours, so as to obtain a chiral polysubstituted hydrogenated quinoline compound shown in formula 1 or 2. The application realizes, for the first time, synthesis of chiral polysubstituted hydrogenated quinoline compounds by using o-aminophenyl nitrone and propargyl alcohol ester as reactants, and by using a cheap copper metal catalyst and a chiral ligand, the method is simple in operation, low in cost, and has excellent enantioselectivity and diastereoselectivity.

The application discloses a method for detecting glutathione by using manganese-based chiral nanomaterials, and belongs to the field of chemical engineering, specifically to the field of analytical chemistry technology. The method comprises the following steps: taking a dispersion liquid of manganese-based chiral nanomaterials as a detection reagent, mixing the detection reagent with a sample containing glutathione to be detected, and comparing a circular dichroism spectrum signal with a standard curve to obtain the concentration of the sample containing glutathione to be detected; wherein a chiral ligand of the manganese-based chiral nanomaterials is ribose. Based on the circular dichroism spectrum detection, the detection wavelength band used is in the visible light region, is not easy to be disturbed, is sensitive, and the resolution can reach 3 muM, and the detection limit is 1.5 muM, which has important significance and value for promoting the development of the fields of optics, life science, medicine and the like.

The invention discloses a chiral P, N, N-tridentate ligand based on a ferrocene skeleton as shown in a formula I, a preparation method of an iridium catalyst containing the ligand and application of the ligand in preparation of a carbon-nitrogen axial chiral compound and a diltiazem intermediate. According to the present invention, the chiral P, N, N-tridentate ligand based on the ferrocene skeleton and the metal iridium precursor [Ir (COD) Cl] 2 are subjected to complexation to obtain the complex as the iridium catalyst, and the catalyst can be used as the iridium catalyst with characteristics of high yield (up to 99%), high enantioselectivity (up to gt; 99% ee) and high diastereoselectivity (up to gt; according to the method, N-aryl indolal or N-aryl indolone is subjected to asymmetric hydrogenation by using N-aryl indolal or N-aryl indolone (R1, R2, R3, R4, R5, R6, R7, R7, R8, R9, R9, R9, the catalyst can also be applied to asymmetric synthesis of diltiazem intermediate (2R, 3S)-3-(4-methoxyphenyl)-2, 3-epoxidized propionate, has the advantages of short synthesis route, high yield, good stereoselectivity (as high as 99% ee, 97 / 3dr) and the like, and has better economic and social benefits.

This invention provides a class of general-purpose chiral catalysts containing a cinchona primary amine arylformamide skeleton, along with their preparation methods and applications, belonging to the field of catalytic materials technology. The chiral catalysts provided by this invention link cinchona primary amine with oxazole / thiazole / imidazolium formamide structural units capable of coordination. Through the coordination of the oxazole / thiazole / imidazolium and amide coordinating groups with the central metal, they act as chiral ligands to catalyze a wider range of asymmetric reactions. They can also be used alone as chiral small-molecule catalysts for cinchona-like tertiary amine (thiourea) and square amides to catalyze asymmetric organic reactions. Furthermore, they can achieve synergistic (co-catalytic) catalysis of small molecules and metals in the same reaction system through different combinations. These chiral catalysts can be widely used as Lewis bases, Lewis acids, or small-molecule chiral catalysts and chiral ligands, possessing potential scientific and applied value in chiral sciences such as asymmetric catalysis, chiral synthesis, and chiral resolution.

The application discloses a kind of chiral dihydrofuranocoumarin compounds, its synthesis method and application, belong to organic chemistry synthesis and medical field;The structure of the compound is with C3 position amino methyl substitution chiral center dihydrofuranocoumarin as skeleton, its synthesis method is: at room temperature, copper salt and chiral ligand (L) are dissolved in organic solvent and stirred, then 4-ethynyl cyclic carbamic acid ester (I), 4-hydroxycoumarin (II) are sequentially added, after stirring reaction is completed, direct separation and purification are obtained;The compound provided by the application can be efficiently converted into other novel furanocoumarin compounds by simple reaction, and has good potential application value in antitumor drug research;The synthesis method of the application has the advantages of novelty, simple operation, mild reaction condition, good substrate universality, high yield, high stereoselectivity and the like.

The invention discloses a ferrocene nitrogen phosphine chiral ligand and a preparation method thereof, and belongs to the technical field of chemistry. The method comprises the following steps: in an inert gas atmosphere, dissolving an added 2-ferrocene vinyl quinoline compound and diphenyl phosphine oxide into a dry solvent, and then adding a chiral phosphoric acid catalyst to react to obtain the ferrocene nitrogen phosphine chiral ligand. The method has the advantages of simple and convenient steps, simple and easily available reaction conditions, rapid reaction, strong innovativeness and the like, can efficiently obtain the novel chiral ligand with excellent yield and enantioselectivity, and has good practical value and popularization prospect.

The application provides a chiral 2-position disubstituted indoline compound and a synthesis method and application thereof. The application uses a simple structure palladium catalyst and a chiral ligand as a catalyst system, and uses a newly designed allyl benzoxazinone as a raw material to perform a palladium catalyzed intramolecular asymmetric cyclization reaction, so that efficient asymmetric synthesis of the chiral 2-position disubstituted indoline compound is realized. The synthesis method is simple, the reaction condition is mild, the cost is low, and the efficiency is high; the raw material is cheap and easy to obtain, atom economy is good, and the substrate is widely applicable; the target product has high yield and high enantioselectivity; the chiral 2-position disubstituted indoline compound obtained by the application has excellent inhibition effect on bladder cancer cells, provides a scientific basis for developing a new candidate drug for treating bladder cancer, and has important significance for the treatment of bladder cancer.

The invention discloses a chiral tripyridine-bis (sulfonylation) imidazoline ligand Tpy-bisulidine and a preparation method of the chiral tripyridine-bis (sulfonylation) imidazoline ligand Tpy-bisulidine. According to the invention, corresponding sulfonylation (R, R)-diphenylethylenediamine 1 and tripyridine-dicarboxaldehyde 2 are subjected to a condensation reaction, and a final product, namely the chiral tripyridine-bis-sulfonylation imidazoline ligand (Tpy-bis-sulfonylation imidazoline), is generated. The ligand contains a tripyridine group and an imidazoline group (a nitrogen group of tripyridine and a tertiary amine nitrogen atom of imidazoline belong to electron-rich coordination sites, and N-H of imidazoline can participate in hydrogen-bond interaction), and can form five-membered ring coordination with Lewis metal, so that a chiral ligand metal compound is generated, and the chiral ligand metal compound is used for preparing a chiral ligand. The compound can be used as a chiral ligand in an asymmetric catalytic reaction. Therefore, the method has important application value in the field of asymmetric catalytic synthesis, and the synthesis method is very economical, simple and convenient. And the compound also has good air stability and wide applicability, and has good compatibility with various substituent groups.