A fluorine-containing metal iridium complex and its synthesis method and application
By preparing fluorine-containing metal iridium complexes as new photocatalysts, the problems of single types and high cost of existing iridium complex catalysts have been solved, and the efficient alkylation reaction of a variety of ethylene compounds has been achieved, especially in tetrahydrofuran or During the C-H alkylation of N-Boc pyrrolidine, the catalytic activity is significantly improved.
Patent Information
- Application Number
- CN202210090479.7
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2022-01-25
- Publication Date
- 2024-12-24
- Estimated Expiration
- 2042-01-25
AI Technical Summary
The existing iridium complex catalysts have single types, poor performance, and high cost, which cannot effectively catalyze the alkylation reaction of multiple ethylene compounds, especially the ligands act as reaction raw materials and solvents at the same time, which limits their promotion and application.
The intermediate is formed by reaction of 2-bromopyridine and 2,4-methyldifluorophenylboric acid, which is coordinated with iridium compounds, and is subsequently followed by 4,4'-bis(trifluoromethyl)-2,2'-bipyridine or 5 ,5′-bis(trifluoromethyl)-2,2′-bipyridine reaction, a fluorine-containing metal iridium complex was prepared as a new photocatalyst for the C-H alkyl group of tetrahydrofuran or N-Boc pyrrolidine .
A new iridium complex photocatalyst with high yield has been prepared, which is simple to operate, low cost and high catalytic activity. It is suitable for the alkylation reaction of a variety of ethylene compounds, especially the alkyl group of tetrahydrofuran or N-Boc pyrrolidine. During the production, the product yield is relatively high.
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Abstract
Description
Technical Field
[0001] The invention belongs to the technical field of synthesis and application of transition metal complexes, and particularly relates to a fluorine-containing metal iridium complex and a synthesis method and application thereof. Background Art
[0002] Alkylation is the reaction of introducing alkyl groups (-R) into carbon, nitrogen, oxygen and other atoms in organic molecules. It is also an important method to introduce multifunctional alkylation groups into molecules to produce fine chemicals and synthetic building blocks. Photocatalytic reactions have brought revolutionary changes to the field of organic alkylation reactions with their mild reaction conditions, high efficiency, abundant visible light resources and renewable energy.
[0003] Photocatalysts represented by iridium complexes have excellent catalytic performance and have attracted widespread attention. Photocatalysts formed by relevant transition metals and fluorine-containing ligands have been applied to the alkylation reaction of ethylene compounds, and can obtain results that are better than other photocatalysts (Wan-Fa Tian, et al., Adv. Synth. Catal. 2020, 362, 1–8; Choi GJ, et al., Nature 2016, 539, 268-271; Hongqiang Ye, et al., Tetrahedron Letters 2018, 59, 2046-2049.). However, the types of related iridium complexes are relatively single, the performance is not very excellent, and each catalyst can only catalyze the alkylation addition of one or several related compounds. For example, the DuPont research team synthesized an organometallic iridium complex under the catalysis of a small amount of silver trifluoromethanesulfonate (Grushin VV, et al., Chem. Commun., 2001, 1494-1495). However, the iridium complex synthesized by this method can only have the same ligand, and because the ligand is used as both a reaction raw material and a solvent, the cost is very high, which is not conducive to promotion. Therefore, the development of a new iridium complex catalyst to achieve the alkylation reaction of various ethylene compounds has a very high application value. Summary of the invention
[0004] In view of the above technical problems existing in the prior art, the object of the present invention is to provide a fluorine-containing metal iridium complex and a synthesis method and application thereof.
[0005] A fluorine-containing metal iridium complex, wherein the molecular formula of the fluorine-containing metal iridium complex is C 34 H 20 F 16 IrN4P, the structural formula is shown in Formula IV:
[0006]
[0007] Wherein R1 and R2 are H and CF3 respectively, or CF3 and H respectively.
[0008] The method for preparing a fluorine-containing metal iridium complex is characterized in that the intermediate I formed by the reaction of 2-bromopyridine and 2,4-methyldifluorophenylboronic acid is used as a ligand, which reacts with an iridium compound to form an intermediate II, and then reacts with 4,4'-bis(trifluoromethyl)-2,2'-bipyridine or 5,5'-bis(trifluoromethyl)-2,2'-bipyridine to obtain the complex; the specific preparation method comprises the following steps:
[0009] 1) Under the protection of inert gas, organic solvent A and water are added to a mixture of sodium carbonate, 2-bromopyridine, 2,4-difluorophenylboric acid and palladium catalyst, and the mixture is heated, stirred and refluxed for reaction. After the reaction is completed, the reaction solution is cooled, and the reaction solution is post-treated to obtain intermediate I:
[0010] 2) Under the protection of inert gas, the intermediate I prepared in step 1) and iridium trichloride hydrate are dissolved in an organic solvent B, heated, stirred and refluxed for reaction, and after the reaction is completed, cooled, filtered, washed and dried to obtain intermediate II:
[0011] 3) Under the protection of inert gas, the intermediate II obtained in step 2) and 4,4′-bis(trifluoromethyl)-2,2′-bipyridine or 5,5′-bis(trifluoromethyl)-2,2′-bipyridine are dissolved in an organic solvent C, heated and stirred to reflux for reaction, cooled after the reaction is completed, and the reaction solution is post-treated to obtain the intermediate III:
[0012] 4) Add the solution containing the intermediate III obtained in step 3) to the aqueous solution of ammonium hexafluorophosphate, stir and react at room temperature, filter after the reaction is completed, wash the filter cake with water and dissolve it in dichloromethane, separate the liquids and distill under reduced pressure to obtain an orange-red solid, which is then dissolved in acetone, heated to reflux and then added with n-hexane, cooled naturally to precipitate a solid, filtered, washed the filter cake with n-hexane, and dried to obtain a fluorine-containing metal iridium complex.
[0013]
[0014] Wherein R1 and R2 are H and CF3 respectively, or CF3 and H respectively.
[0015] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 1), the palladium catalyst is Pd(dppf)Cl2, the organic solvent A is one or a mixed solvent of any proportion of 1,4-dioxane, acetonitrile, and tetrahydrofuran, and the volume ratio of the organic solvent A to water is 3-6:1; in step 1), the feed ratio of 2-bromopyridine, 2,4-difluorophenylboric acid, palladium catalyst, sodium carbonate and organic solvent A is 0.3-0.9 mol: 0.5-1.0 mol: 0.1%~0.15% mol: 0.5-1 mol: 1-1.5 L, preferably 0.55-0.6 mol: 0.6-0.7 mol: 0.13%~0.135% mol: 0.8-9 mol: 1.2-1.3 L.
[0016] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 1), the mixed solution is heated to 60-90°C and refluxed for 0.5-2 hours. After the reaction is completed, it is cooled to room temperature, the solvent is removed by distillation under reduced pressure, water and methyl tert-butyl ether are added for liquid separation and extraction, and the organic phase is then washed with saturated brine, washed with deionized water, dried with anhydrous sodium sulfate, filtered, and the solvent is removed by distillation under reduced pressure.
[0017] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 2), the feed ratio of intermediate I, iridium trichloride hydrate and organic solvent B is 55-70mmol:25-30mmol:250-400mL, preferably 60-65mmol:27-28mmol:300-350mL; in step 2), the organic solvent B is a mixed solution of ethylene glycol methyl ether and water, wherein the volume ratio of ethylene glycol methyl ether to water is 1.5-6:1.
[0018] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 2), the mixed solution is heated to 75-100°C and reacted for 15-24 hours; after the reaction is completed, it is cooled to room temperature, filtered, washed with water and methanol in turn, and dried.
[0019] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 3), the feed ratio of intermediate II, 4,4′-bis(trifluoromethyl)-2,2′-bipyridine or 5,5′-bis(trifluoromethyl)-2,2′-bipyridine and organic solvent C is 2-6mmol:8-15mmol:40-80mL, preferably 4-5mmol:10-11mmol:50-60mL; the organic solvent C is ethylene glycol, ethanol or methanol.
[0020] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 3), the mixed solution is heated to 140-180°C and reacted for 2-8 hours; after the reaction is completed, it is cooled to room temperature, dichloromethane and a 1-3% by mass NaCl aqueous solution are added for liquid separation and extraction, the organic phase is then subjected to reduced pressure distillation to remove the solvent, and finally crystallized with n-hexane.
[0021] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 4), the feed ratio of intermediate III and ammonium hexafluorophosphate is 7-10 g:40-50 mmol, preferably 8 g:45 mmol.
[0022] In step 4), the solvent for dissolving intermediate III is methanol, ethanol or dichloromethane.
[0023] The method for preparing a fluorine-containing metal iridium complex is characterized in that in step 4), the mixed solution is stirred at room temperature for 14-20 hours, and the volume ratio of acetone and n-hexane added during reflux is 1:1-4.
[0024] The use of the fluorinated metal iridium complex in catalyzing the CH alkylation reaction of tetrahydrofuran or N-Boc pyrrolidine is characterized in that compound 1 is tetrahydrofuran or N-Boc pyrrolidine, compound 1, compound 2, the fluorinated metal iridium complex, a weak organic base and an organic solvent D are added to a reactor, and stirred to react under a nitrogen atmosphere and light conditions, the reaction temperature is 40-60° C., and the reaction time is 8-15 hours, so that the alkylation product of tetrahydrofuran or N-Boc pyrrolidine is generated, and the reaction formula is as follows:
[0025]
[0026] In compound 2, R is phenyl, p-tolyl, methyl or ethyl, preferably p-tolyl or ethyl.
[0027] Furthermore, the illumination adopts a blue LED light source with an illumination intensity of 80-120 mW / cm 2 , preferably 100 mW / cm 2 The molar ratio of compound 1, compound 2, iridium complex and weak organic base is 1:3-8:0.01-0.03:0.03-0.08, preferably 1:5:0.02:0.05, the weak organic base is one of triethylamine, diisopropylethylamine and tetrabutylammonium dibutyl phosphate, and the organic solvent D is trifluorotoluene.
[0028] The beneficial effects of the present invention are as follows: the photocatalyst of the present invention uses the intermediate I formed by the reaction of 2-bromopyridine and 2,4-difluorophenylboronic acid as a ligand, and prepares a novel iridium complex photocatalyst with high yield. The preparation method is simple to operate and has low synthesis cost. The photocatalyst can be applied to the alkylation reaction using tetrahydrofuran or N-Boc pyrrolidine as a substrate. The iridium complex is used as a photocatalyst to catalyze CH activation of tetrahydrofuran or N-Boc pyrrolidine, has high catalytic activity, and has a high yield of the alkylation addition product of tetrahydrofuran or N-Boc pyrrolidine. BRIEF DESCRIPTION OF THE DRAWINGS
[0029] Figure 1 This is the nuclear magnetic resonance detection result of the iridium complex photocatalyst No. 1 prepared in Example 1 of the present invention.
[0030] Figure 2 This is the nuclear magnetic resonance detection result of the iridium complex photocatalyst No. 2 prepared in Example 2 of the present invention. DETAILED DESCRIPTION
[0031] The present invention will be further described below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto.
[0032] Example 1
[0033] 1) Preparation of intermediate Ⅰ
[0034]
[0035] Under nitrogen protection, 0.58 mol of 2-bromopyridine, 0.6 mol of 2,4-difluorophenylboric acid, 1.35 mmol of Pd(dppf)Cl2, and 0.87 mol of sodium carbonate were added to a three-necked flask, and then a mixture of 1,4-dioxane and water (1.2 L) was added, wherein the volume ratio of 1,4-dioxane to water was 5:1; then the mixed reaction liquid was heated to 70 ° C and refluxed for 1 h. After the reaction was completed, it was cooled to room temperature and the solvent was removed by vacuum distillation. The obtained solid was extracted with water and MTBE, and the organic phase was washed with saturated brine and water in turn, dried with anhydrous sodium sulfate, filtered, and the solvent was removed by vacuum distillation to obtain a white solid intermediate I for standby use, with a yield of 90.8%.
[0036] 2) Preparation of Intermediate II
[0037]
[0038] Under nitrogen protection, 28 mmol of iridium trichloride hydrate and 62 mmol of intermediate I prepared in step 1) were added to a three-necked flask, and then a mixture of ethylene glycol methyl ether and water (300 mL) was added, wherein the volume ratio of ethylene glycol methyl ether to water was 3:1; the mixture was heated to 80°C and refluxed for 20 hours, and solids precipitated. After the reaction was completed, it was cooled to room temperature, filtered, washed with water and methanol, and dried to obtain a yellow solid intermediate II for standby use, with a yield of 88.7%.
[0039] 3) Preparation of intermediate III
[0040]
[0041] Under nitrogen protection, 11mmol of 4,4′-bis(trifluoromethyl)-2,2′-bipyridine and 5mmol of intermediate II prepared in step 2) were added to a three-necked flask, and then 60mL of ethylene glycol was added; the mixed solution was heated to 150°C and refluxed for 6 hours. After cooling to room temperature, dichloromethane was added, and then 2% saline solution was added, and the mixture was stirred and separated into an organic phase and an aqueous phase; dichloromethane was used as an extractant to extract the aqueous phase several times, and the organic phases were combined and washed with water, and the solvent was removed by vacuum distillation, and then crystallized with n-hexane, and filtered to obtain a yellow solid intermediate III for standby use, with a yield of 93.5%.
[0042] 4) Preparation of No. 1 novel iridium complex photocatalyst
[0043]
[0044] Add 45mmol of ammonium hexafluorophosphate and 80mL of water into a three-necked flask, stir to dissolve, add dropwise a methanol solution (80mL) containing intermediate III, wherein the ratio of intermediate III to methanol is 1g:10mL, and stir at room temperature for 16 hours. After the reaction is completed, filter, wash the filter cake with water, add dichloromethane, separate the liquids, and remove the solvent by vacuum distillation to obtain an orange-red solid; dissolve the orange-red solid with 100mL of acetone, heat and reflux, add 150mL of n-hexane, and cool naturally to precipitate the solid. Filter, wash the filter cake with n-hexane, and dry to obtain an orange solid, i.e., the No. 1 new iridium complex photocatalyst, with a yield of 94.1%. The product was subjected to nuclear magnetic resonance detection, and the results are as follows Figure 1 shown.
[0045] Example 2
[0046] Example 2 The experimental process of preparing iridium complex photocatalyst was repeated in Example 1, except that 4,4′-bis(trifluoromethyl)-2,2′-bipyridine in step 3) was replaced with 5,5′-bis(trifluoromethyl)-2,2′-bipyridine in an equal molar amount, and the rest of the operations were the same as in Example 1, and finally a novel iridium complex photocatalyst No. 2 was obtained. The product was subjected to nuclear magnetic resonance detection, and the results were as follows Figure 2 shown.
[0047] Comparative Examples 1-4
[0048] Comparative Example 1-4 The experimental process for preparing the iridium complex photocatalyst was repeated in Example 1, except that the ratio of 1,4-dioxane and water in step 1) was different (the total volume of the mixed solution of 1,4-dioxane and water was constant at 1.2 L), and the remaining operations were the same as in Example 1. The yield of the intermediate I finally obtained is shown in Table 1:
[0049] Table 1: Yields of products obtained from different ratios of 1,4-dioxane and water
[0050]
[0051] Embodiment 3-5
[0052] The experimental process of preparing the iridium complex photocatalyst of Example 3-5 was repeated in Example 1, except that the ratio of ethylene glycol methyl ether and water in step 2) was different (the total volume of the mixture of ethylene glycol methyl ether and water was constant at 300 mL), and the rest of the operation was the same as in Example 1. The yield of the intermediate II finally obtained was shown in Table 2:
[0053] Table 2: Yields of products obtained from different ratios of ethylene glycol methyl ether and water
[0054]
[0055] Embodiment 6-7
[0056] The experimental process of preparing the iridium complex photocatalyst in Example 6-7 was repeated in Example 1, except that the solvent used in the reaction in step 3) was different (the volume of the reaction solvent was constant at 60 mL), and the remaining operations were the same as in Example 1. The yield of the intermediate III obtained was shown in Table 3:
[0057] Table 3: Yields of products obtained from different reaction solvents
[0058]
[0059] Embodiment 8-9
[0060] The experimental process of preparing the iridium complex photocatalyst in Example 8-9 is repeated in Example 1, except that the solvent for dissolving the intermediate III in step 4) is different (the volume amount of the solvent for dissolving the intermediate III is repeated in Example 1), and the rest of the operation is the same as in Example 1. The yield of the iridium complex photocatalyst finally obtained is shown in Table 4:
[0061] Table 4: Yields of products obtained by different solvents for dissolving intermediate III
[0062]
[0063] Examples 10-13
[0064] The experimental process of preparing iridium complex photocatalysts in Examples 10-13 was repeated in Example 1, except that the ratio of acetone and n-hexane added during the temperature rise and reflux in step 4) was different (the total volume of acetone and n-hexane remained unchanged, both were 250 mL), and the remaining operations were the same as in Example 1. The yield of the iridium complex photocatalyst finally obtained is shown in Table 5:
[0065] Table 5: Yields of products obtained from different ratios of acetone and n-hexane
[0066]
[0067]
[0068] Application Example 1:
[0069] The synthesized new iridium complex photocatalyst is used for the photocatalytic alkylation reaction of N-Boc pyrrolidine or tetrahydrofuran, and the reaction process is as follows: 0.01 mol of compound 1 (i.e., N-Boc pyrrole or tetrahydrofuran) and 0.05 mol of compound 2, as well as 0.0002 mol of iridium complex photocatalyst and 0.0005 mol of organic base dibutyl phosphate tetrabutylammonium are added to a 200 mL reaction bottle and dissolved in 100 mL of trifluorotoluene solvent. The air in the reaction bottle is replaced by nitrogen, and the light is turned on with a blue LED light source (100 mW / cm 2 ), and naturally heated to 50 degrees Celsius under light intensity. After 10 hours, stop irradiation and cool to room temperature, and quench the reaction with 250 ml of water. The aqueous layer is extracted with ether (3×200 mL); the combined organic layer is washed with 10% LiCl solution (2×100 mL) and once with saturated brine (100 mL), then dried with Na2SO4, and the ether is distilled off to obtain the alkylation product of N-Boc pyrrole or tetrahydrofuran (i.e., compound 3), and the specific reaction equation is as follows:
[0070]
[0071] Wherein: R is phenyl, p-tolyl, methyl or ethyl.
[0072] According to the above operation process, compound 1 uses N-Boc pyrrole and compound 2 with different structures is used for reaction: when the catalyst is iridium complex photocatalyst No. 1 and iridium complex photocatalyst No. 2, the final yields of the alkylation product of N-Boc pyrrole are summarized in Table 6 and Table 7, respectively.
[0073] Table 6: Alkylation test results of iridium complex photocatalyst No. 1
[0074]
[0075] Table 7: Alkylation test results of iridium complex photocatalyst No. 2
[0076]
[0077] According to the above operation process, compound 1 is reacted with tetrahydrofuran and compound 2 with different structures: when the catalyst is iridium complex photocatalyst No. 1 and iridium complex photocatalyst No. 2, the final yields of the alkylation product of tetrahydrofuran are summarized in Table 8 and Table 9, respectively.
[0078] Table 8: Alkylation test results of iridium complex photocatalyst No. 1
[0079]
[0080] Table 9: Alkylation test results of iridium complex photocatalyst No. 2
[0081]
[0082] It can be seen that the iridium complex photocatalyst No. 2 has better catalytic activity in the alkylation reaction of N-Boc pyrrolidine or tetrahydrofuran. When the substituent in the molecular structure of compound 2 is p-tolyl, the catalytic reaction result is better.
[0083] The contents described in this specification are merely an enumeration of implementation forms of the inventive concept, and the protection scope of the present invention should not be regarded as being limited to the specific forms described in the embodiments.
Claims
1. A method for preparing a fluorine-containing metal iridium complex, characterized in that: The molecular formula of the fluorine-containing metal complex is C 34 H 20 F 16 IrN4P, as shown in the structural formula IV: In formula IV, R1 and R2 are CF3 and H respectively; The method for preparing a fluorine-containing metal iridium complex comprises the following steps: 1) Synthesis of reaction intermediate I: Under the protection of inert gas, organic solvent A and water are added to a mixture of sodium carbonate, 2-bromopyridine, 2,4-difluorophenylboric acid and palladium catalyst, and the mixture is heated, stirred and refluxed for reaction. After the reaction is completed, the reaction solution is cooled, the solvent is removed by distillation under reduced pressure, water and methyl tert-butyl ether are added for separation and extraction, the organic phase is then washed with saturated brine, washed with deionized water, dried with anhydrous sodium sulfate, filtered, and the solvent is removed by distillation under reduced pressure to obtain intermediate I; Wherein, the reaction temperature is 60-90°C and the reflux time is 0.5-2h; The organic solvent A is 1,4-dioxane, and the volume ratio of the organic solvent A to water is 5:1; 2) Synthesis of reaction intermediate II: Under the protection of inert gas, the intermediate I prepared in step 1) and iridium trichloride hydrate are dissolved in an organic solvent B, heated and stirred to reflux for reaction, and after the reaction is completed, cooled, filtered, washed with water and methanol in sequence, and dried to obtain intermediate II; Wherein, the reaction temperature is 75-100°C and the reaction time is 15-24 hours; In step 2), the organic solvent B is a mixture of ethylene glycol methyl ether and water, wherein the volume ratio of ethylene glycol methyl ether to water is 3:1; 3) Synthesis of reaction intermediate III: Under the protection of inert gas, the intermediate II obtained in step 2) and 4,4′-bis(trifluoromethyl)-2,2′-bipyridine or 5,5′-bis(trifluoromethyl)-2,2′-bipyridine are dissolved in an organic solvent C, heated and stirred under reflux for reaction, cooled after the reaction is completed, and the reaction solution is post-treated to obtain the intermediate III; The organic solvent C is ethylene glycol; 4) Final metal iridium complex C 34 H 20 F 16 Conversion synthesis of IrN4P: Add the solution containing the intermediate III obtained in step 3) to the aqueous solution of ammonium hexafluorophosphate, stir at room temperature to react, filter after the reaction is completed, wash the filter cake with water and dissolve it in dichloromethane, separate the liquids, and distill under reduced pressure to obtain an orange-red solid, which is then dissolved in acetone, heated to reflux, and then added with n-hexane, cooled naturally to precipitate a solid, filtered, and the filter cake is washed with n-hexane and dried to obtain a metal iridium complex C 34 H 20 F 16 IrN4P; The fluorine-containing metal iridium complex is used in catalyzing the alkylation reaction of tetrahydrofuran or N-Boc pyrrolidine.
2. The method for preparing a fluorine-containing metal iridium complex according to claim 1, characterized in that In step 1), the palladium catalyst is Pd(dppf)Cl2; In step 1), the molar ratio of 2-bromopyridine, 2,4-difluorophenylboric acid, palladium catalyst and sodium carbonate is 0.3-0.9:0.5-1.0:0.1% to 0.15%:0.5-1; The ratio of the volume of the organic solvent A to the amount of 2-bromopyridine is 1-1.5L:0.3-0.9mol.
3. The method for preparing a fluorine-containing metal iridium complex according to claim 2, characterized in that In step 2), the molar ratio of intermediate I to iridium trichloride hydrate is 55-70:25-30; The ratio of the volume of organic solvent B to the amount of substance of intermediate I is 250-400 mL: 55-70 mmol.
4. The method for preparing a fluorine-containing metal iridium complex according to claim 3, characterized in that In step 3), the molar ratio of intermediate II to 4,4′-bis(trifluoromethyl)-2,2′-bipyridine or 5,5′-bis(trifluoromethyl)-2,2′-bipyridine is 2-6:8-15; The ratio of the volume of the organic solvent C to the amount of substance of the intermediate II is 40-80 mL: 2-6 mmol.
5. The method for preparing a fluorine-containing metal iridium complex according to claim 4, characterized in that In step 3), the mixed solution is heated to 140-180° C. and reacted for 2-8 hours; after the reaction is completed, the mixture is cooled to room temperature, dichloromethane and a 1-3% by mass NaCl aqueous solution are added for separation and extraction, the organic phase is then distilled under reduced pressure to remove the solvent, and finally crystallized with n-hexane.
6. The method for preparing a fluorine-containing metal iridium complex according to claim 5, characterized in that In step 4), the mass ratio of intermediate III to the amount of ammonium hexafluorophosphate is 7-10 g:40-50 mmol; In step 4), the solvent for dissolving intermediate III is methanol, ethanol or dichloromethane.
7. The method for preparing a fluorine-containing metal iridium complex according to claim 6, characterized in that In step 4), the mixed solution is stirred at room temperature for 14-20 hours, and the volume ratio of acetone and n-hexane added during reflux is 1:1-4.