190 results about "Heck reaction" patented technology

The invention discloses visual, portable and quick mercury ion detection test paper and a preparation method and application thereof. The preparation method of the test paper comprises the following steps: firstly preparing rhodamine hydrazide, carrying out etherification and Heck reaction on hydroxyl on filter paper so as to introduce in required isosulfocyanate radical end group, grafting the prepared rhodamine hydrazide onto the filter paper to finally obtain the mercury ion detection test paper. The prepared detection test paper has the advantages that a rhodamine derivative fluorescence probe and the filter paper are chemically bonded, the structure is firm, the reaction speed is high, the detection limit is 10mu m, the selectivity is good, the influences from other various coexisting ions are avoided, the detection environment is an organic-solution-free total aqueous solution system containing mercury ions, the pollution of other organic solvents to the environment is reduced; and under the irradiation of an ultraviolet lamp, the test paper can realize visual detection; the detection measures are convenient and can be performed on site; and therefore, the test paper and the preparation method of the test paper have great application prospect in the field of water pollution caused by mercury ions.

The invention discloses a chitosan-based porous microsphere load palladium catalyst, a preparation method and application thereof, belonging to the technical field of chemical catalyst preparation technology. The catalyst is characterized in that a catalyst carrier is a chitosan-based porous microsphere of which the diameter is 0.5-3 mm, the aperture of the surface is 5-30 nm, and the internal aperture is 1-10 mu m; an active component is palladium which accounts for 1-5 wt% of the carrier. The chitosan-based porous microsphere load palladium catalyst is applied to catalysis Ullmann and Heck reaction, can greatly reduce operation steps, material consumption and the like in the industrial production of Ullmann and Heck reaction, is favourable for lowering production cost and is environmental friendly.

Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include phospholanes, P,N ligands, N,N ligands, biphenols, and chelating phosphines. The ferrocene-based irridium (R,R)-f-binaphane complex reduces imines to the corresponding amines with 95-99.6% enantioselectivity and reduces beta-substituted-alpha-arylenamides with 95% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation of imines, asymmetric hydride transfer reactions, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.

A process for producing cinnamic acids and alkyl esters thereof, particularly, fluorinated cinnamic acids and alkyl esters thereof. The process comprises reacting the appropriate bromobenzene and acrylic acid ester in a palladium-catalyzed HECK reaction under JEFFREY conditions using a phase-transfer catalyst (PTC) and an organic base to produce the corresponding cinnamic acid ester, and then preferably hydrolyzing the resulting ester under appropriate basic conditions, e.g. in the presence of a hydroxide, and precipitating the corresponding cinnamic acid product.

The invention discloses a sinomenine derivative and a synthesis method and aapplications thereof, wherein halogen, carbon-carbon double bond substituent and isoxazoline heterocyclic ring substituent are introduced to the 1-site of the sinomenine ring A. When the sinomenine derivative is prepared, sinomenine is used as the matrix and the synthesis technology containing microfluidic synthesis is adopted to perform Heck reaction and 1,3-dipolar cycloaddition reaction on the 1-site of sinomenine and generate the sinomenine derivative. The obtained compound has better anti-inflammatory activity and is potential to be used for curing arthritis and rheumatoid arthritis and used in the anti-inflammatory medicines thereof.

The present invention provides a polysilane-supported transition metal catalysts or a polysilane / inorganic compound-supported transition metal catalysts, wherein various types of transition metals are supported by polysilane compounds, or combination of polysilanes and inorganic compounds. The catalysts of the present invention are hardly soluble in hydrocarbons and alcohols and are useful as catalysts in heterogeneous system for various organic synthetic reactions using the above solvents. Polysilanes supporting transition metals are easily crosslinkable by thermal treatment, microwave irradiation, UV irradiation or chemical methods such as hydrosilylation reaction and are changed to be insoluble in various solvents keeping high catalytic activity. Moreover, the stability and operability of polysilane-supported transition metal catalysts will be improved by the support thereof on inorganic compounds. These polysilane-supported transition metal catalysts show a high catalytic activity in hydrogenation reaction, hydrosilylation reaction, Heck reaction, Suzuki-Miyaura coupling reactions and the like. The catalyst is easily recoverable and reusable and the leakage of metals is extremely few.

Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include (R,S,S,R)-DIOP*. The ruthenium complex reduces enamide to the corresponding amine with up to 99% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation, hydride transfer, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, isomerization, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.

The invention discloses a sulfonamide type chiral monophosphine ligand. The chiral monophosphine ligand is a compound shown as a formula I in the description. The invention also discloses a syntheticmethod of the ligand. The method comprises the following steps of using compounds shown as a formula (2) R<1>R<2>PH.BH3, a formula (3) in the description, a formula (4) in the description and a formula (5) R<5>X as raw materials; performing substitution reaction and addition reaction for preparing the ligand by a one-pot method. The enantiomer (as shown in the description) of the formula (1) of the ligand can be realized by using the enantiomer (as shown in the description) of the formula (4) of the ligand. By using the chiral sulfoimide of two structures, the two kinds of optical pure chiralmonophosphine ligands (S, Rs) and (R, Ss) can be obtained. The invention also discloses application of the ligand to catalysis of asymmetrical reduction Heck reaction in O-halogenated aryl allyl ethermolecules; high reaction activity and three-dimensional selectivity are realized; wide application values are realized.

The present invention is multiramose double photon pumped fluorescent oxdiazole material and its preparation process. The oxdiazole material is prepared with polycyclic arene bromide and 3, 5-bis{2-(4-tertiary butyl phenyl)-5-[1, 3, 4]-oxdiazolyl}-styrene or 2-(4-tertiary butyl phenyl)-5-[1, 3, 4]-oxdiazolyl-styrene, and through Heck reaction inside mixed solvent of triethylamine and N, N-dimethyl formamide catalyst under the action of catalyst palladium acetate and tri-o-methylphenyl phosphide; or prepared with triphenylamido aromatic aldehyde derivative and benzyl bromo triphenyl phosphine containing [1, 3, 4]-oxdiazole structure, and through solid and liquid Wittig reaction. The oxdiazole material possesses sufficient double photon absorption cross section, high double photon fluorescence efficiency and high heat stability, and can emit strong double photon up converted green and blue fluorescence under the excitation of 800 nm laser beam.

The invention relates to a kind of supported bimetallic complex catalyst of arylation to alkene by aryl halogenide and its preparing method. The catalyst contains precious metal Pd and / or base metal Cu, or Mo, or Ni, or Co, or Mn and carrier; the weight ratio of content of precious metal Pd counted as Pd and added carrier is 0.1% - 2.0%; the ratio of content of base metal counted as metal and added carrier is 0.5% - 10%. On the basis of precious metal Pd, add the other base metal Cu, or Mo, or Ni, or Co, or Mn; using chemical reduction method, prepare supported bimetallic complex catalyst used in Heck reaction; the watery solution concentration of reducing agent is 0.5% - 10%. The invention has following advantages: it has high catalyzing activeness, and short reacting time; it reduces the Pd dosage, and is easy to realize separation of output and catalyst.

The invention discloses gemini ionic liquid with fluorous biphasic property. The molecular formula of the ionic liquid is [(R1N2C3H3)2R]2+.[2X-]. The structure of the ionic liquid is shown as the general formula (I) in the specification, wherein R1 represents hydrogen or C1-C8 alkyl; R represents ethylidene oxyl element, is selected from-(CH2CH2O)qCH2CH2- and is formed by polyethylene glycol 400-10000, and q is 6-250; and X represents HBF4, HPF6, HNO3 or halogenated hydrogen. A catalyst can be prepared immediately after adding palladium, rhodium or nickel catalyst into the gemini ionic liquid with fluorous biphasic property for coordination, and can be used in HECK reaction, C-C coupling reaction and isomerization reaction. The ionic liquid is not easy to volatilize, and the catalyst prepared by utilizing the ionic liquid is used in HECK reaction, C-C coupling reaction and isomerization reaction, has high catalytic efficiency and can be reused.

The invention discloses a method for preparing 6-hydroxy-2(1H)-quinolone in ionic liquid by using a one-pot method. The invention synthesizes the 6-hydroxy-2(1H)-quinolone by through bromination, acidation and intramolecular Heck reaction of p-methoxy aniline and acryloyl chloride as raw materials in the ionic liquid by using the one-pot method. The method has simple synthesis line, low product cost and high yield, is environmental friendly and is easy to realize industrial production.

The invention relates to a preparation method for Palbociclib. The method comprises the following steps: taking 4-[6-(6-bromo-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydro-pyridino[2,3-d]pyridine-2-yl-amino)-pyridine-3-yl]-piperazine-1-carboxylic acid tert-butyl ester as a starting raw material; performing Heck reaction, rearrangement, deprotection and neutral reaction to obtain the Palbociclib, wherein the total yield is 70 to 80 percent. According to the preparation method disclosed by the invention, non-Pd-catalyzed heck reaction is investigated, such that a phosphorus-containing ligand which is high in cost and needs harsh reaction conditions is avoided, and the production cost and the technological operation risk are reduced; acetylchloride is used for rearrangement and deprotection reaction to obtain Palbociclib hydrochloride, and the Palbociclib hydrochloride is alkalized to obtain the high-purity Palbociclib.

The invention belongs to the technical field of preparation of supported nano crystal catalysts and in particular relates to in situ controllable equipment for hydrotalcite-supported Pd nano crystal catalysts with different morphologies and research on activity of the hydrotalcite-supported Pd nano crystal catalysts in catalysis of a Heck coupled reaction. The synthesis process of the hydrotalcite-supported Pd nano crystal catalyst comprises the following step of: growing Pd nano crystals with different morphologies (cube, truncated octahedron and triangle) and different exposed crystal faces ({111} and {100}) in situ on the surface of hydrotalcite by adopting a one-pot synthesis method under the conditions of different reducing agents (polyvinylpyrrolidone and ethylene glycol) and surface capping agents (I<->, Cl<-> and polyvinylpyrrolidone) with a mixed solution composed of Na2PdCl4 and nitrate intercalation hydrotalcite. Besides, the synthesized hydrotalcite-supported Pd nano crystal catalysts with different morphologies are used for evaluating the Heck coupled reaction and researching a catalytic activity sequence of different exposed Pd crystal faces of the hydrotalcite-supported Pd nano crystal catalysts, and a foundation is laid for further reasonably designing an efficient supported nano crystal catalyst.

The invention discloses a novel synthesis method of a polyfluorene derivative and an application in a flow injection fluorescent sensor for a tumor marker. The synthesis method of the polyfluorene derivative comprises the following steps that: 1,4-dibromo p-phenylenediamine (a compound 1) is synthesized; 2,7-dibromo-9,9-bi(3'-(N,N'-dimethylamino) propyl)-fluorene (a compound 2) is synthesized; p-vinyltoluene (a compound 3) is synthesized; the three monomers are polymerized into the polyfluorene derivative by a Heck reaction. A fabrication method of the sensor comprises the following steps that polymethyl methacrylate is adopted to fabricate a flow injection fluorescent flow cell; ferroferric oxide magnetic particles and gold nanoparticles are prepared and assembled into gold covered ferroferric oxide; a primary antibody is modified on gold cladded ferroferric oxide; the polyfluorene derivative is subjected to silicon cladding treatment; a secondary antibody is modified on the surface of the silicon cladded polyfluorene derivative; an immune reaction is conducted; and flow injection fluoroscopic detection is conducted on the tumor marker. The sensor is strong in specificity, high in sensitivity, simple to operate, and low in detecting line.

The invention relates to a recoverable ligand-free mesoporous polymer palladium catalyst and a synthetic method and application thereof. The catalyst has a two-dimensional hexagonal ordered mesostructure. specific surface area is 250-380 m<2> / g; pore diameter is 3.0-7.0 nm; mass content of a functional phase transfer agent is 8.5-13 wt%; mass content of metal palladium is 1-5 wt%; and particle size of palladium particles is 3-5 nm. The preparation comprises the following steps: adding a surfactant and hydrochloric acid into an organic solvent, stirring and reacting, successively adding a silicon source, quaternary ammonium salt and a carbon source, continuously stirring and reacting; carrying out a thermosetting reaction, and then carrying out high-temperature calcining to prepare a functional mesoporous polymer carrier; and mixing the functional mesoporous polymer carrier and a palladium source, stirring, carrying out suction filtration, washing, carrying out vacuum drying, and carrying out a reduction reaction. The catalyst is applied in aqueous medium catalysis of a Heck reaction between bromobenzene and styrene for generation of stilbene. In comparison with the prior art, the method of the invention is simple; and the catalyst is efficient and stable, can be recycled for many times and has a wide application prospect in the field of industrial catalysis.

The invention provides a Pd complex catalyst as well as a preparation method and application thereof. The Pd metal complex catalyst provided by the invention has the structure shown by a formula (I), wherein R1 and R2 are alkyls or halogens; preferably, R1 is alkyl with 1-15 carbons, and R2 is alkyl with 1-5 carbons, or halogen; more preferably, R1 is methyl, ethyl, propyl or benzhydryl, and R2 is methyl or chlorine. DBCPh-NH2 is 2,6-bi (diphenylmethyl)-4-chloroaniline. According to the Pd metal complex catalyst, Heck reaction can be promoted when less Pd metal complex catalyst is used; and furthermore, the Pd metal complex catalyst has good catalytic performance and can be used for realizing the catalysis for the Heck reaction.

There is disclosed a process for performing an isolated Pd(0) catalyzed reaction electrochemically on an electrode array device. Preferably the Pd(0) catalyzed reaction is a Heck reaction. Specifically, there is disclosed a process for conducting an isolated Pd(0) catalyzed reaction on a plurality of electrodes, comprising providing an electrode array device having a matrix or coating material over metallic or conductive electrodes surfaces and a plurality of electrodes; providing a solution bathing the electrode array device, wherein the solution comprises a transition metal catalyst and a confining agent; and biasing one or a plurality of electrodes on the electrode array device with a voltage or current to regenerate the transition metal catalyst required for the isolated Pd(0) catalyzed reaction, whereby the confining agent limits diffusion of the transition metal catalyst to a volume surrounding each selected electrode surface.

The invention discloses a preparation method of a PtPd / Fe3O4 (platinum-palladium / ferroferric oxide) nanocatalyst and an application thereof in HECK reaction, and belongs to the technical field of nanocatalysts. The preparation method is characterized in that a catalyst carrier is magnetic Fe3O4 nanoparticles, and the average particle size is 18nm; the active components are Pt and Pd nanoparticles, and the average particle sizes are respectively 12nm and 10nm; the average mass percentages of Pt and Pd in the catalyst are respectively about 0.39% and 0.75%; the balance is Fe3O4 nanoparticles. The preparation method comprises the following steps of oxidizing and reducing FeCl3 6H2O into the Fe3O4 nanoparticles by a hydrothermal method; cleaning, and metering volume for use; using polymers of polyvinylpyrrolidone and the like as stabilizers, and reducing a certain ratio of chloroplatinic acid and chloropalladic acid by a reducing agent, so as to prepare a Pt-Pd sol; adding the treated Fe3O4 nanoparticles into the Pt-Pd sol, stirring, filtering, and drying, so as to finally prepare the Pt-Pd magnetic nanometer-supported catalyst. The catalyst prepared by the preparation method has higher catalytic activity in the Heck reaction.

The invention discloses an oxazoline phosphorus complexity, synthesizing method and application, which possesses chiral center substituted at benzyl position with structural formula as right formula, wherein the complexity can catalyze asymmetrical Heck reaction, asymmetrical allyl substituting reaction, asymmetrical aromatic hydrogenating reaction and kinds of insaturated base asymmetrical reaction.

The invention relates to a preparation method of recessive malachite green hapten. The preparation method adopts the Heck reaction to lengthen an active arm, is mild in reaction conditions, adopts a small quantity of organic solvent, generates a small quantity of reaction byproducts and adopts simple operation steps; moreover, by optimizing a method for purifying the product, a great quantity of organic solvent is avoided being used in the purifying process and emission of environmental pollutants is effectively reduced.

The invention relates to forcipate thioacid amide ligand of sulfo-2, 6-pyridine diformamide framework and a complex compound thereof, the constitutional formula thereof is as above, wherein, R in the formula is C2 to C8 alkyl, and phenyl-substituted alkyl or phenyl-substituted by alkoxy; and M is nickel, palladium or platinum. The ligand provided by the invention is non-phospine ligand and keeps stable against air and water, and lone pair electrons on nitrogen in the thioacid amide can adjust the electric property of sulfur, substitutional group on nitrogen can adjust the electron and the spatial configuration of the whole ligand; the ligand has the advantages of convenient compound, high total yield, and numerous compound. The complex compound provided by the invention has the advantages of high stability owing to the special forcipate structure, high catalytic activity during the catalytic reaction, wide application range, good selectivity and mild reaction condition, and is widely applicable to the cross coupled reaction of the transition metal catalyze, such as the Heck reaction and the like.

Efficient near infrared fluorescent dye having a large Stokes shift and applications thereof in the fields of biological imaging and fluorescent labeling, and other fields are disclosed, and belong to the technical field of organic fluorescent dye and applications. The fluorescent dye adopts fumaronitrile as a basic receptor structure unit in the molecular structure. A donor unit having an electron-releasing ability is connected in a conjugated manner to one side through a double bond or connected in a conjugated manner to two sides through double bonds. The structure formula of the fluorescent dye is shown as follows. The fluorescent dye is novel near infrared fluorescent dye synthesized through a Heck reaction, wherein R represents a donor group. Research finds that the dye emits bright near infrared fluorescence under ultraviolet excitation, and the dye has good photobleaching resistance and a high solid quantum efficiency. The dye has the large Stokes shift, and therefore the dye can be used as a near infrared fluorescent material for the fields of biological imaging and fluorescent labeling, and other fields.

A chiral ligand represented by the formula and its enantiomer: wherein A, X, Y and Z are as defined in the specification is provided. Also provided is a process of making the chiral ligands and catalysts prepared from these ligands and a transition metal, a salt thereof or a complex thereof. In addition, a method of preparing an asymmetric compound by a transition metal catalyzed asymmetric reaction, such as, hydrogenation, hydride transfer reaction, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, allylic alkylation, epoxidation, cyclopropanation, Diels-Alder reaction, Aldol reaction, ene reaction, Heck reaction and Michael addition is provided.

The invention provides a Pd complex catalyst as well as a preparation method and application thereof. The structural formula of the Pd metal complex catalyst provided by the invention is shown in the formula II (shown in the description), wherein R1 and R are H and alkyl groups; preferably, R is a methyl or ethyl, and R1 is H or the methyl. According to the invention, a small amount of the Pd metal complex catalyst can be used to promote the Heck reaction, has an excellent catalytic performance and can catalyze the Heck reaction, and the formula I is also shown in the description.

Chiral ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes according to the present invention are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition; epoxidation, kinetic resolution and [m+n] cycloaddition. Processes for the preparation of the ligands are also described.

The invention provides a preparation method of a compound III. The preparation method is characterized in that diacyl peroxide I and a compound II containing carbon-carbon double bonds are subjected to a coupling reaction in the presence of catalysts to produce the compound III. The diacyl peroxide is introduced into a Heck reaction as an efficient and controllable alkylating agent for the first time in the method, and the method has the advantages that raw materials and catalysts are cheap, the reaction condition is mild, the operation is simple, the reaction is efficient and the like.

The invention relates to a novel method for preparing resveratrol and a derivative thereof through decarbonylation heck reaction. The method comprise the following steps: the raw material is soaked in a solution of organic solvent and organic base and then added with palladium catalyst and ligand; the temperature is gradually risen to be suitable for reaction; after the reaction, a trisubstitutedresveratrol derivative II is obtained through cooling, filtering, alkaline cleaning, drying and refining; and then the resveratrol is obtained by means of a suitable hydrolysis method.