{"@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/1360848654875763328.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/asia.201402688"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fasia.201402688"}},{"identifier":{"@type":"URI","@value":"https://aces.onlinelibrary.wiley.com/doi/pdf/10.1002/asia.201402688"}},{"identifier":{"@type":"PMID","@value":"25169009"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"Dibenzo[<i>a</i>,<i>f</i>]perylene Bisimide: Effects of Introducing Two Fused Rings"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:title>Abstract</jats:title><jats:p>Perylene bisimides (PBIs) are fascinating dyes with various potential applications. To study the effects of introducing a dibenzo‐fused structure to the perylene moiety, π‐extended PBI derivatives with a dibenzo‐fused structure at both of the <jats:italic>a</jats:italic> and <jats:italic>f</jats:italic> bonds were synthesized. The twisted structure was characterized by X‐ray crystal structure analysis. In the cyclic voltammograms, the dibenzo[<jats:italic>a</jats:italic>,<jats:italic>f</jats:italic>]‐fused PBI showed a reversible oxidation wave at much less positive potential, relative to a dibenzo[<jats:italic>a</jats:italic>,<jats:italic>o</jats:italic>]‐fused PBI derivative. These data indicated that two ring fusions at both sides of a naphthalene moiety, which construct a tetracene core, effectively raise the HOMO level compared to fusion of one ring at each naphthalene moiety (two anthracene cores). The dibenzo[<jats:italic>a</jats:italic>,<jats:italic>f</jats:italic>]‐fused PBI derivative showed an absorption band at 735 nm with a shoulder band reaching 900 nm.</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380848654875763335","@type":"Researcher","foaf:name":[{"@value":"Chaolumen"}]},{"@id":"https://cir.nii.ac.jp/crid/1380848654875763593","@type":"Researcher","foaf:name":[{"@value":"Hiroki Enno"}]},{"@id":"https://cir.nii.ac.jp/crid/1420001326230640640","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"30447932"},{"@type":"NRID","@value":"1000030447932"},{"@type":"NRID","@value":"9000258601373"},{"@type":"NRID","@value":"9000258599319"},{"@type":"NRID","@value":"9000018232795"},{"@type":"NRID","@value":"9000347546011"},{"@type":"NRID","@value":"9000283123905"},{"@type":"NRID","@value":"9000258601376"},{"@type":"NRID","@value":"9000258597309"},{"@type":"NRID","@value":"9000345260938"},{"@type":"NRID","@value":"9000258601381"},{"@type":"NRID","@value":"9000283122479"},{"@type":"NRID","@value":"9000347545998"},{"@type":"NRID","@value":"9000351091434"},{"@type":"NRID","@value":"9000302393177"},{"@type":"NRID","@value":"9000262366624"},{"@type":"NRID","@value":"9000283124487"},{"@type":"NRID","@value":"9000411992223"},{"@type":"NRID","@value":"9000283123898"},{"@type":"NRID","@value":"9000258601367"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0112567"}],"foaf:name":[{"@value":"Michihisa Murata"}]},{"@id":"https://cir.nii.ac.jp/crid/1380848654875763329","@type":"Researcher","foaf:name":[{"@value":"Atsushi Wakamiya"}]},{"@id":"https://cir.nii.ac.jp/crid/1380848654875763462","@type":"Researcher","foaf:name":[{"@value":"Yasujiro Murata"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"18614728"},{"@type":"EISSN","@value":"1861471X"}],"prism:publicationName":[{"@value":"Chemistry – An Asian Journal"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"2014-08-28","prism:volume":"9","prism:number":"11","prism:startingPage":"3136","prism:endingPage":"3140"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fasia.201402688"},{"@id":"https://aces.onlinelibrary.wiley.com/doi/pdf/10.1002/asia.201402688"}],"createdAt":"2014-08-28","modifiedAt":"2025-10-08","project":[{"@id":"https://cir.nii.ac.jp/crid/1040000782309803648","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"26600025"},{"@type":"JGN","@value":"JP26600025"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-26600025/"}],"notation":[{"@language":"ja","@value":"金属配位によるナノカーボン分子の集積化"},{"@language":"en","@value":"Organization of Nanocarbon Molecules Based on Metal Coordination"}]},{"@id":"https://cir.nii.ac.jp/crid/1040282257174587776","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"24350024"},{"@type":"JGN","@value":"JP24350024"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-24350024/"}],"notation":[{"@language":"ja","@value":"フルバレンを鍵骨格とした電子受容性π共役分子群の創製"},{"@language":"en","@value":"Synthesis and Properties of Electron Deficient pi-Systems  Including Fulvalene as a Key Segment"}]}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360011143816070400","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"25th Anniversary Article: Recent Advances in n‐Type and Ambipolar Organic Field‐Effect Transistors"}]},{"@id":"https://cir.nii.ac.jp/crid/1360285708226301440","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Synthesis of Pyridine-Fused Perylene Imides with an Amidine Moiety for Hydrogen Bonding"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292618796524928","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Halochromic Phenolate Perylene Bisimides with Unprecedented NIR Spectroscopic Properties"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292618885638016","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Perylene Imides for Organic Photovoltaics: Yesterday, Today, and Tomorrow"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292618940379008","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Helical Ribbons for Molecular Electronics"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292620066668032","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Liquid Crystalline Coronene Derivatives with Extraordinary Fluorescence Properties"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292620208316032","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Control of the Interactions in Multichromophores: Novel Concepts. 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