{"@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/1361137046424914944.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/anie.201812555"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201812555"}},{"identifier":{"@type":"URI","@value":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201812555"}},{"identifier":{"@type":"URI","@value":"https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201812555"}}],"dc:title":[{"@value":"Exceptionally Long C−C Single Bonds in Diamino‐<i>o</i>‐carborane as Induced by Negative Hyperconjugation"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:title>Abstract</jats:title><jats:p>The synthesis of a series of 1,2‐diamino‐<jats:italic>o</jats:italic>‐carboranes (<jats:bold>1</jats:bold>–<jats:bold>4</jats:bold>) is reported. The molecular structures of these diamino‐<jats:italic>o</jats:italic>‐carboranes are remarkable as the inner‐cluster C−C bonds are all ultra‐long (162.7–193.1 pm) and vary substantially with small variations in the substituents. The results of quantum mechanical investigations suggest that the origin of the bond elongation is significant in‐plane negative hyperconjugation of lone pairs of the nitrogen substituents with the σ* orbitals of the C−C bonds in <jats:italic>o</jats:italic>‐carboranes.</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1381137046424914946","@type":"Researcher","foaf:name":[{"@value":"Junxia Li"}],"jpcoar:affiliationName":[{"@value":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education  No. 2318 Yuhangtang Rd. Hangzhou 311121 Zhejiang China"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137046424914949","@type":"Researcher","foaf:name":[{"@value":"Ronglin Pang"}],"jpcoar:affiliationName":[{"@value":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education  No. 2318 Yuhangtang Rd. Hangzhou 311121 Zhejiang China"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137046424914944","@type":"Researcher","foaf:name":[{"@value":"Zhifang Li"}],"jpcoar:affiliationName":[{"@value":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education  No. 2318 Yuhangtang Rd. Hangzhou 311121 Zhejiang China"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137046424914947","@type":"Researcher","foaf:name":[{"@value":"Guoqiao Lai"}],"jpcoar:affiliationName":[{"@value":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education  No. 2318 Yuhangtang Rd. Hangzhou 311121 Zhejiang China"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137046424914948","@type":"Researcher","foaf:name":[{"@value":"Xu‐Qiong Xiao"}],"jpcoar:affiliationName":[{"@value":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education  No. 2318 Yuhangtang Rd. Hangzhou 311121 Zhejiang China"},{"@value":"Institut für Chemie Carl von Ossietzky Universität Oldenburg  Carl-von-Ossietzky-Strasse 9–11 26129 Oldenburg Germany"}]},{"@id":"https://cir.nii.ac.jp/crid/1381137046424914945","@type":"Researcher","foaf:name":[{"@value":"Thomas Müller"}],"jpcoar:affiliationName":[{"@value":"Institut für Chemie Carl von Ossietzky Universität Oldenburg  Carl-von-Ossietzky-Strasse 9–11 26129 Oldenburg Germany"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"14337851"},{"@type":"EISSN","@value":"15213773"}],"prism:publicationName":[{"@value":"Angewandte Chemie International Edition"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"2018-12-07","prism:volume":"58","prism:number":"5","prism:startingPage":"1397","prism:endingPage":"1401"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201812555"},{"@id":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201812555"},{"@id":"https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201812555"}],"createdAt":"2018-11-20","modifiedAt":"2023-09-11","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050015897173960832","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Tuning of the height of energy barrier between locally-excited and charge transfer states by altering the fusing position of <i>o</i>-carborane in 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luminescence of C,C′-diaryl-o-carboranes based on restriction of excited-state structural relaxation"},{"@value":"Solid-state temperature-dependent luminescence of <i>C</i>,<i>C</i>′-diaryl-<i>o</i>-carboranes based on restriction of excited-state structural relaxation"}]},{"@id":"https://cir.nii.ac.jp/crid/1360306906073516160","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Long carbon–carbon bonds and beyond"}]},{"@id":"https://cir.nii.ac.jp/crid/1360572092657918848","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Synthesis of Anthracene‐Based Cyclic π‐Clusters and Elucidation of their Properties Originating from Congested Aromatic Planes"}]},{"@id":"https://cir.nii.ac.jp/crid/1360857593660523264","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Long 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