{"@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/1360004232183865344.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1016/j.ica.2017.09.017"}},{"identifier":{"@type":"URI","@value":"https://api.elsevier.com/content/article/PII:S0020169317311738?httpAccept=text/xml"}},{"identifier":{"@type":"URI","@value":"https://api.elsevier.com/content/article/PII:S0020169317311738?httpAccept=text/plain"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"2-(2-Pyridyl)ethylamine (Pye) ligands in copper(I)-dioxygen chemistry"}],"description":[{"notation":[{"@value":"Abstract   This mini-review article summarizes the O2-reactivity of copper(I) complexes supported by a series of 2-(2-pyridyl)ethylamine (Pye) based ligands, which was developed by Karlin and his coworkers for biomimetic copper-oxygen chemistry. Oxygenation reaction of the copper(I) complexes supported by simple bis[2-(2-pyridyl)ethyl]amine tridentate ligands (R′Pye2R) mainly provided (μ-η2:η2-peroxido)dicopper(II) complex 5, but the reaction rates were significantly altered by the ligand substituents R and R′. The peroxide complex 5 induced aliphatic hydroxylation at the benzylic position of the ligand sidearm, when R = –CH2CH2Ph. Mechanistic studies on the aliphatic ligand hydroxylation revealed that the real reactive intermediate was a bis(μ-oxido)dicopper(III) speceis 6 generated in situ by the O–O bond homolysis of 5. On the other hand, peroxide complex 5 induced direct hydroxylation of phenolate derivatives to the corresponding catechols via electrophilic aromatic substitution mechanism, which can be regarded as a model reaction of tyrosinase. When the reaction of copper(I) complexes and O2 was conducted by using 2-(2-pyridyl)ethylamine didentate ligands (R″Pye1R,R′), not only the (μ-η2:η2-peroxido)dicopper(II) complex 5, but also the bis(μ-oxido)dicopper(III) speceis 6 and a mixed-valent bis(μ3-oxido)tricopper(II,II,III) complex 7 were generated, the product type of which was also controlled by the ligand substituents (R, R′, and R″). Reactivities of the generated complexes supported by the didentate ligands R″Pye1R,R′ were also explored. Notably, a tridentate ligand consisting with 2-(2-pyridyl)ethylamine (Pye1) and 8-membered cyclic diamine (RL8Pye) gave a mononuclear copper(II) endo-on superoxide complex 1, when the supported copper(I) complex and O2 was reacted at a low temperature. Such a unique ligand effect of the RL8Pye system were examined using a series of related tridentate ligands. Furthermore, asymmetric (μ-η1:η2-peroxido)dicopper(II) complex 8 was successfully obtained by using a newly designed penta-pyridine ligand (Pye2PyPye2)."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1420001326207983616","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"30184659"},{"@type":"NRID","@value":"1000030184659"},{"@type":"CINII_AUTHOR_ID","@value":"DA13509532"},{"@type":"URI","@value":"https://ci.nii.ac.jp/author/DA13509532#entity"},{"@type":"URI","@value":"https://viaf.org/viaf/NII%7CDA13509532"},{"@type":"NRID","@value":"9000018233693"},{"@type":"NRID","@value":"9000014620511"},{"@type":"NRID","@value":"9000252803882"},{"@type":"NRID","@value":"9000406309488"},{"@type":"NRID","@value":"9000010460442"},{"@type":"NRID","@value":"9000009115862"},{"@type":"NRID","@value":"9000001714481"},{"@type":"NRID","@value":"9000020016753"},{"@type":"NRID","@value":"9000345257238"},{"@type":"NRID","@value":"9000397846331"},{"@type":"NRID","@value":"9000000975848"},{"@type":"NRID","@value":"9000005515142"},{"@type":"NRID","@value":"9000021848510"},{"@type":"NRID","@value":"9000257726574"},{"@type":"NRID","@value":"9000257727537"},{"@type":"NRID","@value":"9000002002848"},{"@type":"NRID","@value":"9000018529372"},{"@type":"NRID","@value":"9000020083709"},{"@type":"NRID","@value":"9000253128793"},{"@type":"NRID","@value":"9000255702965"},{"@type":"NRID","@value":"9000256021112"},{"@type":"NRID","@value":"9000256025110"},{"@type":"NRID","@value":"9000241476158"},{"@type":"NRID","@value":"9000021827174"},{"@type":"NRID","@value":"9000256025876"},{"@type":"NRID","@value":"9000009845507"},{"@type":"NRID","@value":"9000004461323"},{"@type":"NRID","@value":"9000257732988"},{"@type":"NRID","@value":"9000007271639"},{"@type":"NRID","@value":"9000309995008"},{"@type":"NRID","@value":"9000020138904"},{"@type":"NRID","@value":"9000283370919"},{"@type":"NRID","@value":"9000257710940"},{"@type":"NRID","@value":"9000347044289"},{"@type":"NRID","@value":"9000256024011"},{"@type":"NRID","@value":"9000017152678"},{"@type":"NRID","@value":"9000007272845"},{"@type":"NRID","@value":"9000020032835"},{"@type":"NRID","@value":"9000257708408"},{"@type":"NRID","@value":"9000242691330"},{"@type":"NRID","@value":"9000256007209"},{"@type":"NRID","@value":"9000018505618"},{"@type":"NRID","@value":"9000017818786"},{"@type":"NRID","@value":"9000307251712"},{"@type":"NRID","@value":"9000021859588"},{"@type":"NRID","@value":"9000409209862"},{"@type":"NRID","@value":"9000413906959"},{"@type":"NRID","@value":"9000004457923"},{"@type":"NRID","@value":"9000256028036"},{"@type":"NRID","@value":"9000283371457"},{"@type":"NRID","@value":"9000001968089"},{"@type":"NRID","@value":"9000005242225"},{"@type":"NRID","@value":"9000255700835"},{"@type":"NRID","@value":"9000415314235"},{"@type":"NRID","@value":"9000009092630"},{"@type":"NRID","@value":"9000021805372"},{"@type":"NRID","@value":"9000346927064"},{"@type":"NRID","@value":"9000256024927"},{"@type":"NRID","@value":"9000257730565"},{"@type":"NRID","@value":"9000399336327"},{"@type":"NRID","@value":"9000241571239"},{"@type":"NRID","@value":"9000006865456"},{"@type":"NRID","@value":"9000257700312"},{"@type":"NRID","@value":"9000257733091"},{"@type":"NRID","@value":"9000025114280"},{"@type":"NRID","@value":"9000390933070"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/shinobuitoh"}],"foaf:name":[{"@value":"Shinobu Itoh"}]},{"@id":"https://cir.nii.ac.jp/crid/1380004232183865346","@type":"Researcher","foaf:name":[{"@value":"Tsukasa Abe"}]},{"@id":"https://cir.nii.ac.jp/crid/1420564276161042304","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"20719025"},{"@type":"NRID","@value":"1000020719025"},{"@type":"NRID","@value":"9000406309487"},{"@type":"NRID","@value":"9000261656679"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/proton11"}],"foaf:name":[{"@value":"Yuma Morimoto"}]},{"@id":"https://cir.nii.ac.jp/crid/1380004232183865347","@type":"Researcher","foaf:name":[{"@value":"Hideki Sugimoto"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00201693"}],"prism:publicationName":[{"@value":"Inorganica Chimica Acta"}],"dc:publisher":[{"@value":"Elsevier BV"}],"prism:publicationDate":"2018-09","prism:volume":"481","prism:startingPage":"38","prism:endingPage":"46"},"reviewed":"false","dc:rights":["https://www.elsevier.com/tdm/userlicense/1.0/","https://www.elsevier.com/legal/tdmrep-license","http://www.elsevier.com/open-access/userlicense/1.0/"],"url":[{"@id":"https://api.elsevier.com/content/article/PII:S0020169317311738?httpAccept=text/xml"},{"@id":"https://api.elsevier.com/content/article/PII:S0020169317311738?httpAccept=text/plain"}],"createdAt":"2017-09-09","modifiedAt":"2025-09-17","project":[{"@id":"https://cir.nii.ac.jp/crid/1040000781920222080","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"16K13963"},{"@type":"JGN","@value":"JP16K13963"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-16K13963/"}],"notation":[{"@language":"ja","@value":"新規単核銅オキシラジカル活性種の創成"},{"@language":"en","@value":"Development of Mononucelar Copper-oxyl Radical 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Structures of a binuclear copper(I) complex and its oxygenated product"}]},{"@id":"https://cir.nii.ac.jp/crid/1363670319481835008","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Oxygenation of Phenols to Catechols by A (μ-η<sup>2</sup>:η<sup>2</sup>-Peroxo)dicopper(II) Complex:  Mechanistic Insight into the Phenolase Activity of Tyrosinase"}]},{"@id":"https://cir.nii.ac.jp/crid/1363670320083071872","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Kinetic Evaluation of Phenolase Activity of Tyrosinase Using Simplified Catalytic Reaction System"}]},{"@id":"https://cir.nii.ac.jp/crid/1363670320425209088","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Mechanistic Study of the Oxidative N-Dealkylation Reactions of Bis(μ-oxo)dicopper Complexes"}]},{"@id":"https://cir.nii.ac.jp/crid/1363670321258983680","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Making and Breaking the Dioxygen O−O Bond:  New Insights from Studies of Synthetic Copper Complexes"}]},{"@id":"https://cir.nii.ac.jp/crid/1363951793473822336","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Electronic structures of active sites in copper proteins: contributions to reactivity"}]},{"@id":"https://cir.nii.ac.jp/crid/1363951794931047680","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"A Trinuclear Intermediate in the Copper-Mediated Reduction of O\n            <sub>2</sub>\n            : Four Electrons from Three Coppers"}]},{"@id":"https://cir.nii.ac.jp/crid/1363951796248714752","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Aliphatic Hydroxylation by a Bis(μ-oxo)dicopper(III) Complex"}]},{"@id":"https://cir.nii.ac.jp/crid/1364233268201261696","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Dopamine beta-hydroxylase. 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