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• Nozaki–Hiyama–Kishi_reaction abstract "The Nozaki–Hiyama–Kishi reaction is a nickel/chromium coupling reaction forming an alcohol from the reaction of an aldehyde with an allyl or vinyl halide. In their original 1977 publication, Tamejiro Hiyama and Hitosi Nozaki reported on a chromium(II) salt solution prepared by reduction of chromic chloride by lithium aluminium hydride to which was added benzaldehyde and allyl chloride:NHK reaction 1977Compared to Grignard reactions, this reaction is very selective towards aldehydes with large tolerance towards a range of functional groups such as ketones, esters, amides and nitriles. Enals give exclusively 1,2-addition. Solvents of choice are DMF and DMSO, one solvent requirement is solubility of the chromium salts. Nozaki-Hiyama-Kishi reaction is a useful method for preparing medium-size rings.In 1983 the scope was extended by the same authors to include vinyl halides or triflates and aryl halides. It was observed that the success of the reaction depended on the source of chromium(II) chloride and in 1986 it was found that this is due to nickel impurities. Since then nickel(II) chloride is used as a co-catalyst.NHK reaction 1986 NozakiIn the same year Yoshito Kishi et al. independently discovered the beneficial effects of nickel in his quest for palytoxin:NHK reaction Kiski 1986Palladium acetate was also found to be an effective cocatalyst.".
• Nozaki–Hiyama–Kishi_reaction thumbnail Nozaki-Hiyama-Kishi_reaction.svg?width=300.
• Nozaki–Hiyama–Kishi_reaction wikiPageID "16680105".
• Nozaki–Hiyama–Kishi_reaction wikiPageLength "5345".
• Nozaki–Hiyama–Kishi_reaction wikiPageOutDegree "51".
• Nozaki–Hiyama–Kishi_reaction wikiPageRevisionID "682825349".
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Alcohol.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Aldehyde.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Allyl.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Allyl_chloride.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Amide.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Aryl.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Barbier_reaction.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Benzaldehyde.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Carbonyl.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Catalysis.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Catalytic_cycle.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Category:Carbon-carbon_bond_forming_reactions.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Category:Name_reactions.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Chromium.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Chromium(II)_chloride.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Chromium(III)_chloride.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Coupling_reaction.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Diene.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Dimethyl_sulfoxide.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Dimethylformamide.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Enone.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Ester.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Functional_group.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Grignard_reaction.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Halide.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Ketone.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Lithium_aluminium_hydride.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Nickel.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Nickel(II)_chloride.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Nitrile.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Nozaki–Hiyama–Kishi_reaction.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Nucleophilic_addition.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Organochromium_chemistry.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Organolithium_reagent.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Oxidative_addition.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Palladium(II)_acetate.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Palytoxin.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Transmetalation.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Trifluoromethanesulfonate.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Vinyl.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink Yoshito_Kishi.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink File:Kishi1986.svg.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink File:NHK_reaction_mechanism.svg.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink File:Nozaki-Hiyama-Kishi_reaction.svg.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLink File:Nozaki1986.svg.
• Nozaki–Hiyama–Kishi_reaction wikiPageWikiLinkText "Nozaki–Hiyama–Kishi reaction".
• Nozaki–Hiyama–Kishi_reaction name "Nozaki-Hiyama-Kishi reaction".
• Nozaki–Hiyama–Kishi_reaction namedafter "Hitosi Nozaki".
• Nozaki–Hiyama–Kishi_reaction namedafter "Tamejiro Hiyama".
• Nozaki–Hiyama–Kishi_reaction namedafter "Yoshito Kishi".
• Nozaki–Hiyama–Kishi_reaction type "Coupling reaction".
• Nozaki–Hiyama–Kishi_reaction wikiPageUsesTemplate Template:Reactionbox.
• Nozaki–Hiyama–Kishi_reaction wikiPageUsesTemplate Template:Reactionbox_Identifiers.
• Nozaki–Hiyama–Kishi_reaction wikiPageUsesTemplate Template:Reflist.
• Nozaki–Hiyama–Kishi_reaction subject Category:Carbon-carbon_bond_forming_reactions.
• Nozaki–Hiyama–Kishi_reaction subject Category:Name_reactions.
• Nozaki–Hiyama–Kishi_reaction hypernym Reaction.
• Nozaki–Hiyama–Kishi_reaction type Disease.
• Nozaki–Hiyama–Kishi_reaction type Eponym.
• Nozaki–Hiyama–Kishi_reaction type Reaction.
• Nozaki–Hiyama–Kishi_reaction type Redirect.
• Nozaki–Hiyama–Kishi_reaction comment "The Nozaki–Hiyama–Kishi reaction is a nickel/chromium coupling reaction forming an alcohol from the reaction of an aldehyde with an allyl or vinyl halide.".
• Nozaki–Hiyama–Kishi_reaction label "Nozaki–Hiyama–Kishi reaction".
• Nozaki–Hiyama–Kishi_reaction sameAs Q903204.
• Nozaki–Hiyama–Kishi_reaction sameAs Nozaki-Hiyama-Kishi-Reaktion.
• Nozaki–Hiyama–Kishi_reaction sameAs Αντίδραση_Χιιάμα.
• Nozaki–Hiyama–Kishi_reaction sameAs واکنش_نوزاکی–هیاما–کیشی.
• Nozaki–Hiyama–Kishi_reaction sameAs 野崎・檜山・岸反応.
• Nozaki–Hiyama–Kishi_reaction sameAs m.03ymblz.
• Nozaki–Hiyama–Kishi_reaction sameAs Q903204.
• Nozaki–Hiyama–Kishi_reaction sameAs 野崎–桧山–岸反应.
• Nozaki–Hiyama–Kishi_reaction wasDerivedFrom Nozaki–Hiyama–Kishi_reaction?oldid=682825349.
• Nozaki–Hiyama–Kishi_reaction depiction Nozaki-Hiyama-Kishi_reaction.svg.
• Nozaki–Hiyama–Kishi_reaction isPrimaryTopicOf Nozaki–Hiyama–Kishi_reaction.