{"@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/1362825893759980928.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/chem.201500020"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchem.201500020"}},{"identifier":{"@type":"URI","@value":"https://chemistry-europe.onlinelibrary.wiley.com/doi/pdf/10.1002/chem.201500020"}}],"dc:title":[{"@value":"A Surprising Substituent Effect Provides a Superior Boronic Acid Catalyst for Mild and Metal‐Free Direct Friedel–Crafts Alkylations and Prenylations of Neutral Arenes"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:title>Abstract</jats:title><jats:p>The development of more general and efficient catalytic processes for Friedel–Crafts alkylations is an important objective of interest toward the production of pharmaceuticals and commodity chemicals. Herein, 2,3,4,5‐tetrafluorophenylboronic acid was identified as a potent air‐ and moisture‐tolerant metal‐free catalyst that significantly improves the scope of direct Friedel–Crafts alkylations of a variety of slightly activated and neutral arenes, including polyarenes, with allylic and benzylic alcohols. This method also provides a simple alternative for the direct installation of prenyl units commonly found in naturally occurring arenes. Alkylations with benzylic alcohols occur under exceptionally mild conditions.</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1382825893759981059","@type":"Researcher","foaf:name":[{"@value":"Carolynne L. Ricardo"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825893759981057","@type":"Researcher","foaf:name":[{"@value":"Xiaobin Mo"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825893759981056","@type":"Researcher","foaf:name":[{"@value":"J. Adam McCubbin"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825893759981058","@type":"Researcher","foaf:name":[{"@value":"Dennis G. Hall"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"09476539"},{"@type":"EISSN","@value":"15213765"}],"prism:publicationName":[{"@value":"Chemistry – A European Journal"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"2015-02-10","prism:volume":"21","prism:number":"11","prism:startingPage":"4218","prism:endingPage":"4223"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchem.201500020"},{"@id":"https://chemistry-europe.onlinelibrary.wiley.com/doi/pdf/10.1002/chem.201500020"}],"createdAt":"2015-02-12","modifiedAt":"2025-10-12","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050001202626281216","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Facile Synthesis of Polycyclic Aromatic Hydrocarbons: Bronsted Acid Catalyzed Dehydrative Cycloaromatization of Carbonyl Compounds in 1,1,1,3,3,3-Hexafluoropropan-2-ol"},{"@value":"Facile Synthesis of Polycyclic Aromatic Hydrocarbons: Brønsted Acid Catalyzed Dehydrative Cycloaromatization of Carbonyl Compounds in 1,1,1,3,3,3‐Hexafluoropropan‐2‐ol"}]},{"@id":"https://cir.nii.ac.jp/crid/1360285708118503936","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Method for the Synthesis of Dibenzo[<i>g</i>,<i>p</i>]Chrysenes: Domino Friedel–Crafts-Type Cyclization of Difluoroethenes Bearing Two Biaryl Groups"}]},{"@id":"https://cir.nii.ac.jp/crid/1360568464629666816","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Selective Conversion of Benzylic Phosphates into Diarylmethanes Through Al(OTf)<sub>3</sub>‐Catalyzed Friedel–Crafts‐Type Benzylation"}]},{"@id":"https://cir.nii.ac.jp/crid/1360576118828600192","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Transition Metal‐Catalyzed Cross‐Couplings of Benzylic Sulfone Derivatives"}]},{"@id":"https://cir.nii.ac.jp/crid/1360849942927548800","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Synthesis of <i>N</i>-Arylpyrazoles by Palladium-Catalyzed Coupling of Aryl Triflates with Pyrazole Derivatives"}]},{"@id":"https://cir.nii.ac.jp/crid/1390282679564445824","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Silver-catalyzed Vinylic C–F Bond Activation: Synthesis of 2-Fluoroindoles from β,β-Difluoro-<i>o</i>-sulfonamidostyrenes"},{"@value":"Silver-catalyzed vinylic C-F bond activation : synthesis of 2-fluoroindoles from β,β-difluoro-o-sulfonamidostyrenes"}]},{"@id":"https://cir.nii.ac.jp/crid/1523951029577707648","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"A Direct Synthesis of Trisubstituted Allenes from Propargyl Alcohols via Oxaphosphetane Intermediates"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1002/chem.201500020"},{"@type":"CROSSREF","@value":"10.1021/acs.joc.9b00673_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"},{"@type":"CROSSREF","@value":"10.1246/bcsj.20170372_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"},{"@type":"CROSSREF","@value":"10.1021/acs.orglett.5b02426_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"},{"@type":"CROSSREF","@value":"10.1246/cl.160427_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"},{"@type":"CROSSREF","@value":"10.1002/ejoc.202000077_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"},{"@type":"CROSSREF","@value":"10.1002/tcr.202100210_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"},{"@type":"CROSSREF","@value":"10.1002/ejoc.201601406_references_DOI_9W54AAVULrAWzAvDVg8OLIYzZqe"}]}