{"@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/1390299086443098752.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.5059/yukigoseikyokaishi.82.130"}},{"identifier":{"@type":"URI","@value":"https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/82/2/82_130/_pdf"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@language":"en","@value":"Allylic and Vinylic Carbon-Fluorine Bond Activation via Transition Metal-Mediated and -Catalyzed Fluorine Elimination"},{"@language":"ja","@value":"遷移金属によるフッ素脱離過程を利用したアリル位およびビニル位炭素-フッ素結合活性化"}],"dc:language":"ja","description":[{"type":"abstract","notation":[{"@language":"en","@value":"<p>Since the carbon-fluorine (C-F) bond exhibits a high bond dissociation energy, chemical transformation involving its cleavage (C-F bond activation) has been difficult and a challenge in synthetic organic chemistry. As one solution to this problem, we established a new and efficient methodology for C-F bond activation under mild reaction conditions by taking full advantage of transition metal-mediated β- and α-fluorine elimination processes. In these studies, we investigated organometallic elementary steps such as (i) oxidative cyclization, (ii) nucleophilic addition, and (iii) electrophilic addition, as bond-forming processes that produce intermediates suitable for fluorine elimination. By combining these processes with fluorine elimination, we systematically developed various synthetic reactions via allylic and vinylic C-F bond activation of fluoroalkenes. In addition, fluorophilic boron or silicon compounds were found to serve as fluorine captors, thereby promoting catalytic reactions by regenerating active species from inert metal fluorides, which were often generated in metal-mediated fluorine elimination.</p>"}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1420564276176442112","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"60603066"},{"@type":"NRID","@value":"1000060603066"},{"@type":"NRID","@value":"9000413470284"},{"@type":"NRID","@value":"9000413510715"},{"@type":"NRID","@value":"9000253104153"},{"@type":"NRID","@value":"9000258600453"},{"@type":"NRID","@value":"9000413480511"},{"@type":"NRID","@value":"9000018773600"},{"@type":"NRID","@value":"9000413508108"},{"@type":"NRID","@value":"9000413484893"},{"@type":"NRID","@value":"9000398130735"},{"@type":"NRID","@value":"9000345260462"},{"@type":"NRID","@value":"9000413487176"},{"@type":"NRID","@value":"9000413513241"},{"@type":"NRID","@value":"9000413511022"},{"@type":"NRID","@value":"9000346927034"},{"@type":"NRID","@value":"9000406560064"},{"@type":"NRID","@value":"9000413524911"},{"@type":"NRID","@value":"9000398130745"},{"@type":"NRID","@value":"9000413513268"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/7000000999"}],"foaf:name":[{"@language":"en","@value":"Fujita Takeshi"},{"@language":"ja","@value":"藤田 健志"}],"jpcoar:affiliationName":[{"@language":"ja","@value":"公益財団法人相模中央化学研究所"},{"@language":"en","@value":"Sagami Chemical Research Institute"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00379980"},{"@type":"EISSN","@value":"18836526"}],"prism:publicationName":[{"@language":"en","@value":"Journal of Synthetic Organic Chemistry, Japan"},{"@language":"ja","@value":"有機合成化学協会誌"},{"@language":"en","@value":"J. Synth. Org. Chem. Jpn."},{"@language":"en","@value":"yukigoseikyokaishi"},{"@language":"en","@value":"J. Synth. Org. Chem., Jpn."},{"@language":"ja","@value":"有合化"},{"@language":"en","@value":"J. Syn. Org. Chem., Jpn."}],"dc:publisher":[{"@language":"en","@value":"The Society of Synthetic Organic Chemistry, Japan"},{"@language":"ja","@value":"公益社団法人 有機合成化学協会"}],"prism:publicationDate":"2024-02-01","prism:volume":"82","prism:number":"2","prism:startingPage":"130","prism:endingPage":"142"},"reviewed":"false","url":[{"@id":"https://www.jstage.jst.go.jp/article/yukigoseikyokaishi/82/2/82_130/_pdf"}],"availableAt":"2024-02-01","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=fluorine","dc:title":"fluorine"},{"@id":"https://cir.nii.ac.jp/all?q=catalyst","dc:title":"catalyst"},{"@id":"https://cir.nii.ac.jp/all?q=C-F%20bond%20activation","dc:title":"C-F bond activation"},{"@id":"https://cir.nii.ac.jp/all?q=nickel","dc:title":"nickel"},{"@id":"https://cir.nii.ac.jp/all?q=copper","dc:title":"copper"},{"@id":"https://cir.nii.ac.jp/all?q=cerium","dc:title":"cerium"},{"@id":"https://cir.nii.ac.jp/all?q=silver","dc:title":"silver"},{"@id":"https://cir.nii.ac.jp/all?q=silicon","dc:title":"silicon"},{"@id":"https://cir.nii.ac.jp/all?q=boron","dc:title":"boron"},{"@id":"https://cir.nii.ac.jp/all?q=oxidative%20cyclization","dc:title":"oxidative cyclization"},{"@id":"https://cir.nii.ac.jp/all?q=nucleophilic%20addition","dc:title":"nucleophilic addition"},{"@id":"https://cir.nii.ac.jp/all?q=electrophilic%20addition","dc:title":"electrophilic addition"}],"project":[{"@id":"https://cir.nii.ac.jp/crid/1040569382226978176","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"21K05066"},{"@type":"JGN","@value":"JP21K05066"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-21K05066/"}],"notation":[{"@language":"ja","@value":"フッ素脱離法による炭素ーフッ素結合活性化法の確立"},{"@language":"en","@value":"Establishment of Methods for Carbon-Fluorine Bond Activation Utilizing Fluorine Elimination"}]}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050001202619415424","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Catalytic defluorinative [3 + 2] cycloaddition of trifluoromethylalkenes with alkynes via reduction of nickel(II) fluoride species"},{"@value":"Catalytic defluorinative [3 + 2] cycloaddition of trifluoromethylalkenes with alkynes via reduction of nickel(<scp>ii</scp>) fluoride 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