{"@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/1360298345308821248.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/anie.201804878"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201804878"}},{"identifier":{"@type":"URI","@value":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201804878"}}],"dc:title":[{"@value":"Metal‐Free Synthetic Approach to 3‐Monosubstituted Unsymmetrical 1,2,4,5‐Tetrazines Useful for Bioorthogonal Reactions"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:title>Abstract</jats:title><jats:p>A facile, efficient and metal‐free synthetic approach to 3‐monosubstituted unsymmetrical 1,2,4,5‐tetrazines is presented. Dichloromethane (DCM) is for the first time recognized as a novel reagent in the synthetic chemistry of tetrazines. Using this novel approach 11 3‐aryl/alkyl 1,2,4,5‐tetrazines were prepared in excellent yields (up to 75 %). The mechanism of this new reaction, including the role of DCM in the tetrazine ring formation, has been investigated by <jats:sup>13</jats:sup>C labeling of DCM, and is also presented and discussed as well as the photophysical and electrochemical properties.</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1380298345308821248","@type":"Researcher","foaf:name":[{"@value":"Yangyang Qu"}],"jpcoar:affiliationName":[{"@value":"PPSM- CNRS- ENS Paris-Saclay  61 Avenue Président Wilson 94235 Cachan France"}]},{"@id":"https://cir.nii.ac.jp/crid/1380298345308821249","@type":"Researcher","foaf:name":[{"@value":"François‐Xavier Sauvage"}],"jpcoar:affiliationName":[{"@value":"PPSM- CNRS- ENS Paris-Saclay  61 Avenue Président Wilson 94235 Cachan France"}]},{"@id":"https://cir.nii.ac.jp/crid/1380298345308821251","@type":"Researcher","foaf:name":[{"@value":"Gilles Clavier"}],"jpcoar:affiliationName":[{"@value":"PPSM- CNRS- ENS Paris-Saclay  61 Avenue Président Wilson 94235 Cachan France"}]},{"@id":"https://cir.nii.ac.jp/crid/1380298345308821250","@type":"Researcher","foaf:name":[{"@value":"Fabien Miomandre"}],"jpcoar:affiliationName":[{"@value":"PPSM- CNRS- ENS Paris-Saclay  61 Avenue Président Wilson 94235 Cachan France"}]},{"@id":"https://cir.nii.ac.jp/crid/1380298345308821120","@type":"Researcher","foaf:name":[{"@value":"Pierre Audebert"}],"jpcoar:affiliationName":[{"@value":"PPSM- CNRS- ENS Paris-Saclay  61 Avenue Président Wilson 94235 Cachan France"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"14337851"},{"@type":"EISSN","@value":"15213773"}],"prism:publicationName":[{"@value":"Angewandte Chemie International Edition"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"2018-08-13","prism:volume":"57","prism:number":"37","prism:startingPage":"12057","prism:endingPage":"12061"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201804878"},{"@id":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201804878"}],"createdAt":"2018-07-17","modifiedAt":"2023-09-14","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360025429440232192","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Stereodivergent synthesis of 2-oxo-oligopyrrolidines by an iterative coupling strategy"}]},{"@id":"https://cir.nii.ac.jp/crid/1360588381077125120","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Regioselective pyridazine synthesis from tetrazines and alkynyl sulfides"}]},{"@id":"https://cir.nii.ac.jp/crid/1360865815504837632","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Iridium‐Catalyzed Reductive (3+2) Annulation of Lactams Enabling the Rapid Total Synthesis of (±)‐Eburnamonine"}]},{"@id":"https://cir.nii.ac.jp/crid/2050025942155228032","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Pyridazine synthesis from 1,2,4,5-tetrazines and alkynes in 1,1,1,3,3,3-hexafluoro-2-propanol through the inverse electron demand Diels-Alder reaction"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1002/anie.201804878"},{"@type":"CROSSREF","@value":"10.1039/d4ob00350k_references_DOI_70gjQeVNKQpkJejthr3xPD0vTiQ"},{"@type":"CROSSREF","@value":"10.1246/bcsj.20220267_references_DOI_70gjQeVNKQpkJejthr3xPD0vTiQ"},{"@type":"CROSSREF","@value":"10.1039/d4qo01286k_references_DOI_70gjQeVNKQpkJejthr3xPD0vTiQ"},{"@type":"CROSSREF","@value":"10.1002/anie.202317290_references_DOI_70gjQeVNKQpkJejthr3xPD0vTiQ"}]}