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- Palladium-catalyzed_coupling_reactions abstract "Palladium compounds are used as a catalyst in many coupling reactions, usually as a homogeneous catalyst. Examples include: Negishi coupling between an organohalide and an organozinc compound Heck reaction between alkenes and aryl halides Suzuki reaction between aryl halides and boronic acids Stille reaction between organohalides and organotin compounds Hiyama coupling between organohalides and organosilicon compounds Sonogashira coupling between aryl halides and alkynes, with copper(I) iodide as a co-catalyst The Buchwald-Hartwig amination of an aryl halide with an amine The Kumada coupling of grignards and aryl or vinyl halides The Heck-Matsuda Reaction of an arenediazonium salt with an alkeneTypical palladium catalysts used include the following compounds: palladium acetate tetrakis(triphenylphosphine)palladium(0) bis(triphenylphosphine)palladium(II) dichloride [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichlorideUnoptimized reactions typically use 10-15 mol% of palladium; where optimized, catalyst loadings can be on the order of 0.1 mol % or below. Many exotic ligands and chiral catalysts have been reported, but they are largely not available commercially, and do not find widespread use. Much work is being done on replacing the phosphine ligands with other classes, such as Arduengo-type carbene complexes, as the phosphine ligands are typically oxygen sensitive (easily oxidized), and are labile (requiring additional free ligands).With these reactions becoming ubiquitous, there has been interest in better techniques for removing the palladium catalyst. Metal scavengers such as SiliCycle's SiliaMetS, Smopex or resins such as QuadruPure and ISOLUTE promise more efficient separation than ordinary column chromatography.In 2010, the Nobel Prize in Chemistry was awarded to Richard F. Heck, Ei-ichi Negishi and Akira Suzuki for their work on palladium-catalyzed cross couplings in organic synthesis.".
- Palladium-catalyzed_coupling_reactions thumbnail Sonogashira_coupling_mechanism.png?width=300.
- Palladium-catalyzed_coupling_reactions wikiPageID "23498878".
- Palladium-catalyzed_coupling_reactions wikiPageLength "3050".
- Palladium-catalyzed_coupling_reactions wikiPageOutDegree "35".
- Palladium-catalyzed_coupling_reactions wikiPageRevisionID "672253171".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink (1,1-Bis(diphenylphosphino)ferrocene)palladium(II)_dichloride.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink (1,1-bis(diphenylphosphino)ferrocene)palladium(II)_dichloride.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Akira_Suzuki_(chemist).
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Alkene.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Alkyne.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Amine.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Bis(triphenylphosphine)palladium(II)_dichloride.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Boronic_acid.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Boronic_acids.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Buchwald-Hartwig_amination.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Buchwald–Hartwig_amination.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Category:Carbon-carbon_bond_forming_reactions.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Category:Palladium.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Column_chromatography.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Copper(I)_iodide.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Coupling_reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Coupling_reactions.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Ei-ichi_Negishi.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Grignard_reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Halocarbon.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Heck-Matsuda_Reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Heck_reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Heck–Matsuda_reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Hiyama_coupling.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Homogeneous_catalysis.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Homogeneous_catalyst.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Kumada_coupling.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Negishi_coupling.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Nobel_Prize_in_Chemistry.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Organohalide.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Organosilicon.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Organosilicon_compound.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Organotin_chemistry.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Organotin_compound.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Organozinc_compound.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Palladium(II)_acetate.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Palladium_acetate.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Persistent_carbene.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Richard_F._Heck.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Sonogashira_coupling.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Stille_reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Suzuki_reaction.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Tetrakis(triphenylphosphine)palladium(0).
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink Transmetalation.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLink File:Sonogashira_coupling_mechanism.png.
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "Palladium catalyzed cross couplings".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "Palladium-catalyzed coupling reactions".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "cross-coupling".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "palladium catalysts".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "palladium catalyzed coupling".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "palladium catalyzed".
- Palladium-catalyzed_coupling_reactions wikiPageWikiLinkText "palladium-catalyzed coupling reactions".
- Palladium-catalyzed_coupling_reactions hasPhotoCollection Palladium-catalyzed_coupling_reactions.
- Palladium-catalyzed_coupling_reactions subject Category:Carbon-carbon_bond_forming_reactions.
- Palladium-catalyzed_coupling_reactions subject Category:Palladium.
- Palladium-catalyzed_coupling_reactions type Element.
- Palladium-catalyzed_coupling_reactions type Reaction.
- Palladium-catalyzed_coupling_reactions comment "Palladium compounds are used as a catalyst in many coupling reactions, usually as a homogeneous catalyst.".
- Palladium-catalyzed_coupling_reactions label "Palladium-catalyzed coupling reactions".
- Palladium-catalyzed_coupling_reactions sameAs واکنشهای_جفتشدن_کاتالیز_شده_به_وسیله_پالادیم.
- Palladium-catalyzed_coupling_reactions sameAs m.06w36_r.
- Palladium-catalyzed_coupling_reactions sameAs Q7127709.
- Palladium-catalyzed_coupling_reactions sameAs Q7127709.
- Palladium-catalyzed_coupling_reactions sameAs 钯催化偶联反应.
- Palladium-catalyzed_coupling_reactions wasDerivedFrom Palladium-catalyzed_coupling_reactions?oldid=672253171.
- Palladium-catalyzed_coupling_reactions depiction Sonogashira_coupling_mechanism.png.
- Palladium-catalyzed_coupling_reactions isPrimaryTopicOf Palladium-catalyzed_coupling_reactions.