Method for photocatalytic reduction cross-coupling of aromatic olefin and halogenated hydrocarbon
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A cross-coupling and aromatic technology, applied in the field of photocatalytic organic synthesis, can solve the problems that have not yet been reported, and achieve good yield, high photocatalytic conversion efficiency, and simple and easy-to-operate reaction conditions
Pending Publication Date: 2022-04-15
SHAANXI NORMAL UNIV
View PDF0 Cites 0 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
These reports only achieved the reduction of aromatic olefins, but there is no related report on the reduction of aromatic olefins and coupling with halogenated hydrocarbons by photocatalysis.
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
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0022]
[0023] Add 10 mg of 15% Cu with an average particle size of 4 nm to the pyrex tube 2+ -MPA-CdS photocatalyst, 115μL (1mmol) styrene, 105μL (1mmol) bromobenzene, 224mg (4mmol) potassiumhydroxide, 5mL methanol and deionized water volume ratio of 1:1 mixed solvent, mix well, make the system In a sealed nitrogenatmosphere, irradiate with a 420nm LED lamp for 12 hours to obtain 1,2-diphenylethane with a yield of 62%, and the structural characterization data are: 1 H NMR (400MHz, CDCl 3 ): δ7.34-7.24(m,4H), 7.20(dd,6H), 2.92(s,4H), see figure 1 ; 13 C NMR (400MHz, CDCl 3 ): δ141.8, 128.4, 128.3, 125.9, 37.9, see figure 2 .
Embodiment 2
[0025]
[0026] In this example, the styrene in Example 1 was replaced with 133 μL (1 mmol) 4-methoxystyrene, and the other steps were the same as in Example 1 to obtain 1-methoxy-4-(2-phenylethyl) Benzene, its yield is 87%, and the structural characterization data is: 1 H NMR (400MHz, CDCl 3 ):δ7.34-7.28(m,2H),7.22(ddd,,3H),7.15-7.07(m,2H),6.89-6.82(m,2H),3.81(s,3H),2.91(d, 4H); 13 C NMR (400MHz, CDCl 3 ): δ157.8, 141.8, 133.9, 129.3, 128.4, 128.3, 125.8, 113.7, 55.2, 38.2, 37.0.
Embodiment 3
[0028]
[0029] In this example, 131 μL (1 mmol) of 4-chlorostyrene was used to replace the styrene in Example 1, and the other steps were the same as in Example 1 to obtain 1-chloro-4-(2-phenylethyl)benzene, which produced The ratio is 40%, and the structural characterization data are: 1 H NMR (400MHz, CDCl 3 ):δ7.30-7.17(m,5H),7.16-7.11(m,2H),7.10-7.03(m,2H),2.88(s,4H); 13 C NMR (400MHz, CDCl 3 ): δ141.2, 140.1, 131.6, 129.8, 128.4, 128.4, 128.3, 126.0, 37.7, 37.2.
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
Login to view more
Abstract
According to the method, a water-soluble copperion-doped cadmiumsulfidequantum dot is used as a photocatalyst, water is used as a proton source in a system, the aromatic olefin and the halogenated hydrocarbon are used as substrates, and the reduction cross-coupling of the aromatic olefin and the halogenated hydrocarbon is realized. The invention aims to realize visible light driven aromatic olefin reduction of a water phase system and realize cross coupling with halogenated hydrocarbon to construct a C-C bond. The photocatalyst disclosed by the invention is synthesized by utilizing cheap and easily available raw materials and adopting a simple and easy-to-operate experimental method, the photocatalytic reaction does not need to use a noble metal material as a cocatalyst, the construction of a C-C bond can be realized under a mild condition, and the photocatalyst can be applied to synthesis of drugs and production of chemical value-added products.
Description
technical field [0001] The invention belongs to photocatalytic organic synthesis, and in particular relates to a quantum dot used as a photocatalyst to realize the reductive cross-coupling reaction of aromatic olefins and halogenated hydrocarbons. Background technique [0002] Organic synthesis plays a vital role in human production and life. Using organic synthesis, we can obtain the medicines, food preservatives, pesticides, fertilizers, etc. we need every day. However, traditional organic synthesis reactions not only involve multi-step synthetic routes, but also usually require some toxic and strong oxidizing agents or reducing agents. In recent years, researchers have discovered that photocatalysis can be used to catalyze substrate reactions at room temperature without the need for high temperature and high pressure experimental conditions, reducing energy consumption; the highlight of photocatalytic organic reactions is that the reaction only needs to add photocatalysts...
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
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more