{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1363670320967884288.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1126/science.1145295"}},{"identifier":{"@type":"URI","@value":"https://www.science.org/doi/pdf/10.1126/science.1145295"}}],"dc:title":[{"@value":"Direct Synthesis of Amides from Alcohols and Amines with Liberation of H\n                    <sub>2</sub>"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:p>\n                    Given the widespread importance of amides in biochemical and chemical systems, an efficient synthesis that avoids wasteful use of stoichiometric coupling reagents or corrosive acidic and basic media is highly desirable. We report a reaction in which primary amines are directly acylated by equimolar amounts of alcohols to produce amides and molecular hydrogen (the only products) in high yields and high turnover numbers. This reaction is catalyzed by a ruthenium complex based on a dearomatized PNN-type ligand [where PNN is 2-(di-\n                    <jats:italic>tert</jats:italic>\n                    -butylphosphinomethyl)-6-(diethylaminomethyl)pyridine], and no base or acid promoters are required. Use of primary diamines in the reaction leads to bis-amides, whereas with a mixed primary-secondary amine substrate, chemoselective acylation of the primary amine group takes place. The proposed mechanism involves dehydrogenation of hemiaminal intermediates formed by the reaction of an aldehyde intermediate with the amine.\n                  </jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1383670320967884289","@type":"Researcher","foaf:name":[{"@value":"Chidambaram Gunanathan"}],"jpcoar:affiliationName":[{"@value":"Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel."}]},{"@id":"https://cir.nii.ac.jp/crid/1383670320967884290","@type":"Researcher","foaf:name":[{"@value":"Yehoshoa Ben-David"}],"jpcoar:affiliationName":[{"@value":"Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel."}]},{"@id":"https://cir.nii.ac.jp/crid/1383670320967884288","@type":"Researcher","foaf:name":[{"@value":"David Milstein"}],"jpcoar:affiliationName":[{"@value":"Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel."}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00368075"},{"@type":"EISSN","@value":"10959203"}],"prism:publicationName":[{"@value":"Science"}],"dc:publisher":[{"@value":"American Association for the Advancement of Science (AAAS)"}],"prism:publicationDate":"2007-08-10","prism:volume":"317","prism:number":"5839","prism:startingPage":"790","prism:endingPage":"792"},"reviewed":"false","url":[{"@id":"https://www.science.org/doi/pdf/10.1126/science.1145295"}],"createdAt":"2007-08-09","modifiedAt":"2024-01-10","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050282677890460416","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"One-pot synthesis of imines from alcohols and amines with TiO2 loading Pt nanoparticles under UV irradiation"}]},{"@id":"https://cir.nii.ac.jp/crid/1050287297263952000","@type":"Article","resourceType":"学術雑誌論文(journal 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Aerobic Condensation of Aldehydes and Amines"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216177830144","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Accessing the amide functionality by the mild and low-cost oxidation of imine"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216658322944","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Powerful Amide Synthesis from Alcohols and Amines under Aerobic Conditions Catalyzed by Gold or Gold/Iron, -Nickel or -Cobalt Nanoparticles"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216880916736","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Development of a novel one-pot reaction system utilizing a bifunctional Zr-based metal–organic framework"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216888460672","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Supported gold–palladium alloy nanoparticle catalyzed tandem oxidation routes to N-substituted anilines from non-aromatic compounds"}]},{"@id":"https://cir.nii.ac.jp/crid/1360004229893915008","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Selective Lactam Formation from Amino Alcohols Using Polymer‐Incarcerated Gold and Gold/Cobalt Nanoparticles as Catalysts under Aerobic Oxidative Conditions"}]},{"@id":"https://cir.nii.ac.jp/crid/1360004229920390400","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Highly Chemoselective Aerobic Oxidation of Amino Alcohols into Amino Carbonyl 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