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Sonogashira coupling, the Glossary

The Sonogashira reaction is a cross-coupling reaction used in organic synthesis to form carbon–carbon bonds.^[1]

98 relations: Accounts of Chemical Research, Acetylene, Acne, Advanced Synthesis & Catalysis, Agonist, Alkyne, Altinicline, Amine, Angewandte Chemie, Aryl group, Aryl halide, Benzylisoquinoline alkaloids, Bis(triphenylphosphine)palladium chloride, Carbon–carbon bond, Castro–Stephens coupling, Catalysis, Catalytic cycle, ChemCatChem, ChemComm, Chemical Abstracts Service, Chemical Reviews, Chemical Society Reviews, Chemistry: A European Journal, Cis–trans isomerism, Coordination Chemistry Reviews, Copper, Copper(I) iodide, Copper(I) oxide, Coupling reaction, Cross-coupling reaction, Current Organic Chemistry, Diazonium compound, Diethylamine, Diphenylacetylene, Diphosphine ligands, European Journal of Inorganic Chemistry, European Journal of Organic Chemistry, Glaser coupling, Green Chemistry (journal), Heck reaction, In situ, Inert gas, Iodobenzene, Journal of Organometallic Chemistry, Journal of the American Chemical Society, Kenkichi Sonogashira, Kumada coupling, Laudanosine, Metal-phosphine complex, Nanomaterials, ... Expand index (48 more) »
Condensation reactions
Palladium

Accounts of Chemical Research

Accounts of Chemical Research is a semi-monthly peer-reviewed scientific journal published by the American Chemical Society containing overviews of basic research and applications in chemistry and biochemistry.

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Acetylene

Acetylene (systematic name: ethyne) is the chemical compound with the formula and structure.

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Acne

Acne, also known as acne vulgaris, is a long-term skin condition that occurs when dead skin cells and oil from the skin clog hair follicles.

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Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis is a bimonthly peer-reviewed scientific journal established in 1999 by Wiley.

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Agonist

An agonist is a chemical that activates a receptor to produce a biological response.

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Alkyne

\ce \ce Acetylene \ce \ce \ce Propyne \ce \ce \ce \ce 1-Butyne In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond.

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Altinicline

Altinicline (SIB-1508Y, SIB-1765F) is a drug which acts as an agonist at neural nicotinic acetylcholine receptors with high selectivity for the α4β2 subtype.

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Amine

In chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair.

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Angewandte Chemie

Angewandte Chemie (meaning "Applied Chemistry") is a weekly peer-reviewed scientific journal that is published by Wiley-VCH on behalf of the German Chemical Society (Gesellschaft Deutscher Chemiker).

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Aryl group

In organic chemistry, an aryl is any functional group or substituent derived from an aromatic ring, usually an aromatic hydrocarbon, such as phenyl and naphthyl.

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Aryl halide

In organic chemistry, an aryl halide (also known as haloarene) is an aromatic compound in which one or more hydrogen atoms, directly bonded to an aromatic ring are replaced by a halide.

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Benzylisoquinoline alkaloids

The benzylisoquinoline alkaloids are natural products that can be classified as isoquinoline alkaloids and are derived from benzylisoquinoline.

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Bis(triphenylphosphine)palladium chloride

Bis(triphenylphosphine)palladium chloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands.

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Carbon–carbon bond

A carbon–carbon bond is a covalent bond between two carbon atoms.

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Castro–Stephens coupling

The Castro–Stephens coupling is a cross coupling reaction between a copper(I) acetylide and an aryl halide in pyridine, forming a disubstituted alkyne and a copper(I) halide. Sonogashira coupling and Castro–Stephens coupling are coupling reactions and name reactions.

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Catalysis

Catalysis is the increase in rate of a chemical reaction due to an added substance known as a catalyst.

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Catalytic cycle

In chemistry, a catalytic cycle is a multistep reaction mechanism that involves a catalyst.

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ChemCatChem

ChemCatChem is a biweekly peer-reviewed scientific journal covering heterogeneous, homogeneous, and biocatalysis.

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ChemComm

ChemComm (or Chemical Communications), formerly known as Journal of the Chemical Society D: Chemical Communications (1969–1971), Journal of the Chemical Society, Chemical Communications (1972–1995), is a peer-reviewed scientific journal published by the Royal Society of Chemistry.

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Chemical Abstracts Service

Chemical Abstracts Service (CAS) is a division of the American Chemical Society.

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Chemical Reviews

Chemical Reviews is peer-reviewed scientific journal published twice per month by the American Chemical Society.

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Chemical Society Reviews

Chemical Society Reviews is a biweekly peer-reviewed scientific journal published by the Royal Society of Chemistry, for review articles on topics of current interest in chemistry.

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Chemistry: A European Journal

Chemistry: A European Journal is a weekly peer-reviewed scientific journal that covers all areas of chemistry and related fields.

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Cis–trans isomerism

Cis–trans isomerism, also known as geometric isomerism, describes certain arrangements of atoms within molecules.

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Coordination Chemistry Reviews

Coordination Chemistry Reviews is a peer-reviewed scientific journal published by Elsevier.

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Copper

Copper is a chemical element; it has symbol Cu and atomic number 29.

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Copper(I) iodide

Copper(I) iodide is the inorganic compound with the formula CuI.

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Copper(I) oxide

Copper(I) oxide or cuprous oxide is the inorganic compound with the formula Cu2O.

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Coupling reaction

In organic chemistry, a coupling reaction is a type of reaction in which two reactant molecules are bonded together. Sonogashira coupling and coupling reaction are coupling reactions and organometallic chemistry.

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Cross-coupling reaction

In organic chemistry, a cross-coupling reaction is a reaction where two different fragments are joined. Sonogashira coupling and cross-coupling reaction are coupling reactions and organometallic chemistry.

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Current Organic Chemistry

Current Organic Chemistry is a scientific review journal summarizing progress in the fields of asymmetric synthesis, organo-metallic chemistry, bioorganic chemistry, heterocyclic chemistry, natural product chemistry and analytical methods in organic chemistry.

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Diazonium compound

Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide.

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Diethylamine

Diethylamine is an organic compound with the formula (CH3CH2)2NH.

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Diphenylacetylene

Diphenylacetylene is the chemical compound C6H5C≡CC6H5.

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Diphosphine ligands

Diphosphines, sometimes called bisphosphanes, are organophosphorus compounds most commonly used as bidentate phosphine ligands in inorganic and organometallic chemistry.

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European Journal of Inorganic Chemistry

The European Journal of Inorganic Chemistry is a weekly peer-reviewed scientific journal covering inorganic, organometallic, bioinorganic, and solid-state chemistry.

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European Journal of Organic Chemistry

The European Journal of Organic Chemistry is a weekly peer-reviewed scientific journal covering organic chemistry.

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Glaser coupling

The Glaser coupling is a type of coupling reaction. Sonogashira coupling and Glaser coupling are coupling reactions and name reactions.

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Green Chemistry (journal)

Green Chemistry is a monthly peer-reviewed scientific journal covering every aspect of sustainable chemistry and its implementation in chemical engineering.

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Heck reaction

The Heck reaction (also called the Mizoroki–Heck reaction) is the chemical reaction of an unsaturated halide (or triflate) with an alkene in the presence of a base and a palladium catalyst to form a substituted alkene. Sonogashira coupling and Heck reaction are coupling reactions, name reactions and palladium.

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In situ

In situ (often not italicized in English) is a Latin phrase that translates literally to "on site" or "in position." It can mean "locally", "on site", "on the premises", or "in place" to describe where an event takes place and is used in many different contexts.

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Inert gas

An inert gas is a gas that does not readily undergo chemical reactions with other chemical substances and therefore does not readily form chemical compounds.

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Iodobenzene

Iodobenzene is an aryl iodide and the simplest of the iodobenzenes, consisting of a benzene ring substituted with one iodine atom.

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The Journal of Organometallic Chemistry is a peer-reviewed scientific journal published by Elsevier, covering research on organometallic chemistry.

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Journal of the American Chemical Society

The Journal of the American Chemical Society (also known as JACS) is a weekly peer-reviewed scientific journal that was established in 1879 by the American Chemical Society.

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Kenkichi Sonogashira

is a Japanese chemist and was a professor of chemistry at Osaka University in Japan.

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Kumada coupling

In organic chemistry, the Kumada coupling is a type of cross coupling reaction, useful for generating carbon–carbon bonds by the reaction of a Grignard reagent and an organic halide. Sonogashira coupling and Kumada coupling are coupling reactions and name reactions.

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Laudanosine

Laudanosine or N-methyltetrahydropapaverine is a recognized metabolite of atracurium and cisatracurium.

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A metal-phosphine complex is a coordination complex containing one or more phosphine ligands.

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Nanomaterials

Nanomaterials describe, in principle, chemical substances or materials of which a single unit is sized (in at least one dimension) between 1 and 100 nm (the usual definition of nanoscale).

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Nature Communications

Nature Communications is a peer-reviewed, open access, scientific journal published by Nature Portfolio since 2010.

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Negishi coupling

The Negishi coupling is a widely employed transition metal catalyzed cross-coupling reaction. Sonogashira coupling and Negishi coupling are Condensation reactions, coupling reactions and name reactions.

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Neurology (journal)

Neurology is a weekly peer-reviewed medical journal covering research in neurology.

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Nicotinic acetylcholine receptor

Nicotinic acetylcholine receptors, or nAChRs, are receptor polypeptides that respond to the neurotransmitter acetylcholine.

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Organic Letters

Organic Letters is a biweekly peer-reviewed scientific journal covering research in organic chemistry.

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Organic Process Research & Development

Organic Process Research & Development is a peer-reviewed scientific journal published since 1997 by the American Chemical Society.

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Organic Syntheses

Organic Syntheses is a peer-reviewed scientific journal that was established in 1921.

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Organic synthesis

Organic synthesis is a branch of chemical synthesis concerned with the construction of organic compounds.

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Oxidative addition

Oxidative addition and reductive elimination are two important and related classes of reactions in organometallic chemistry. Sonogashira coupling and Oxidative addition are organometallic chemistry.

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Palladium

Palladium is a chemical element; it has symbol Pd and atomic number 46.

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Parts-per notation

In science and engineering, the parts-per notation is a set of pseudo-units to describe small values of miscellaneous dimensionless quantities, e.g. mole fraction or mass fraction.

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PEPPSI

PEPPSI is an abbreviation for pyridine-enhanced precatalyst preparation stabilization and initiation.

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Persistent carbene

A persistent carbene (also known as stable carbene) is an organic molecule whose natural resonance structure has a carbon atom with incomplete octet (a carbene), but does not exhibit the tremendous instability typically associated with such moieties. Sonogashira coupling and persistent carbene are organometallic chemistry.

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Phenylacetylene

Phenylacetylene is an alkyne hydrocarbon containing a phenyl group.

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Phosphine

Phosphine (IUPAC name: phosphane) is a colorless, flammable, highly toxic compound with the chemical formula PH3, classed as a pnictogen hydride.

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Porphyrin

Porphyrins are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (.

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Psoriasis

Psoriasis is a long-lasting, noncontagious autoimmune disease characterized by patches of abnormal skin.

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Rate-determining step

In chemical kinetics, the overall rate of a reaction is often approximately determined by the slowest step, known as the rate-determining step (RDS or RD-step or r/d step) or rate-limiting step.

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Reaction mechanism

In chemistry, a reaction mechanism is the step by step sequence of elementary reactions by which overall chemical reaction occurs.

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Redox

Redox (reduction–oxidation or oxidation–reduction) is a type of chemical reaction in which the oxidation states of the reactants change.

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Reductive elimination

Reductive elimination is an elementary step in organometallic chemistry in which the oxidation state of the metal center decreases while forming a new covalent bond between two ligands. Sonogashira coupling and Reductive elimination are organometallic chemistry.

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Richard F. Heck

Richard Frederick Heck (August 15, 1931 – October 9, 2015) was an American chemist noted for the discovery and development of the Heck reaction, which uses palladium to catalyze organic chemical reactions that couple aryl halides with alkenes.

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RSC Advances

RSC Advances is an online-only peer-reviewed scientific journal covering research on all aspects of the chemical sciences.

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Silver oxide

Silver oxide is the chemical compound with the formula Ag2O.

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Solvent

A solvent (from the Latin solvō, "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution.

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Stille reaction

The Stille reaction is a chemical reaction widely used in organic synthesis. Sonogashira coupling and Stille reaction are coupling reactions, name reactions and palladium.

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Suzuki reaction

The Suzuki reaction or Suzuki coupling is an organic reaction that uses a palladium complex catalyst to cross-couple a boronic acid to an organohalide. Sonogashira coupling and Suzuki reaction are coupling reactions, name reactions and palladium.

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Synthesis (journal)

Synthesis is a scientific journal published from 1969 to the present day by Thieme.

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Tazarotene

Tazarotene, sold under the brand name Tazorac, among others, is a third-generation prescription topical retinoid.

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Tetra-n-butylammonium fluoride

Tetra-n-butylammonium fluoride, commonly abbreviated to TBAF and n-Bu4NF, is a quaternary ammonium salt with the chemical formula (CH3CH2CH2CH2)4N+F−.

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Tetrahedron (journal)

Tetrahedron is a weekly peer-reviewed scientific journal covering the field of organic chemistry.

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Tetrahedron Letters

Tetrahedron Letters is a weekly international journal for rapid publication of full original research papers in the field of organic chemistry.

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Tetrakis(triphenylphosphine)palladium(0)

Tetrakis(triphenylphosphine)palladium(0) (sometimes called quatrotriphenylphosphine palladium) is the chemical compound, often abbreviated Pd(PPh3)4, or rarely PdP4.

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The Journal of Organic Chemistry

The Journal of Organic Chemistry, colloquially known as JOC, is a peer-reviewed scientific journal for original contributions of fundamental research in all branches of theory and practice in organic and bioorganic chemistry.

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Transmetalation (alt. spelling: transmetallation) is a type of organometallic reaction that involves the transfer of ligands from one metal to another. Sonogashira coupling and Transmetalation are organometallic chemistry.

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References

[1] https://en.wikipedia.org/wiki/Sonogashira_coupling

Also known as Sonogashira reaction, Sonogashira-Hagihara reaction.

, Nature Communications, Negishi coupling, Neurology (journal), Nicotinic acetylcholine receptor, Organic Letters, Organic Process Research & Development, Organic Syntheses, Organic synthesis, Oxidative addition, Palladium, Parts-per notation, PEPPSI, Persistent carbene, Phenylacetylene, Phosphine, Porphyrin, Psoriasis, Rate-determining step, Reaction mechanism, Redox, Reductive elimination, Richard F. Heck, RSC Advances, Silver oxide, Solvent, Stille reaction, Suzuki reaction, Synthesis (journal), Tazarotene, Tetra-n-butylammonium fluoride, Tetrahedron (journal), Tetrahedron Letters, Tetrakis(triphenylphosphine)palladium(0), The Journal of Organic Chemistry, Transmetalation, Triethylamine, Trimethylsilyl group, Trimethylsilylacetylene, Triphenylphosphine, Triphenylphosphine oxide, University of Ljubljana, Valence (chemistry), Vinyl halide, (1,1'-Bis(diphenylphosphino)ferrocene)palladium(II) dichloride, 1,2-Bis(diphenylphosphino)ethane, 1,3-Bis(diphenylphosphino)propane, 1,8-Diazabicyclo(5.4.0)undec-7-ene, 1-Bromo-4-iodobenzene.

Sonogashira coupling, the Glossary

Table of Contents

See also

Condensation reactions

Palladium

References