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dc.contributor.authorKnöller, Julius
dc.contributor.authorMeng, Guoyun
dc.contributor.authorWang, Xiang
dc.contributor.authorHall, David
dc.contributor.authorPershin, Anton
dc.contributor.authorBeljonne, David
dc.contributor.authorOlivier, Yoann
dc.contributor.authorLaschat, Sabine
dc.contributor.authorZysman-Colman, Eli
dc.contributor.authorWang, Suning
dc.date.accessioned2021-01-16T00:35:48Z
dc.date.available2021-01-16T00:35:48Z
dc.date.issued2020-01-16
dc.identifier.citationKnöller , J , Meng , G , Wang , X , Hall , D , Pershin , A , Beljonne , D , Olivier , Y , Laschat , S , Zysman-Colman , E & Wang , S 2020 , ' Intramolecular borylation via sequential B-Mes bond cleavage for the divergent synthesis of B,N,B-doped benzo[4]helicenes ' , Angewandte Chemie International Edition , vol. Early View . https://doi.org/10.1002/anie.201912340en
dc.identifier.issn1433-7851
dc.identifier.otherPURE: 262929747
dc.identifier.otherPURE UUID: 9c813484-9c25-4628-bc66-948061f48010
dc.identifier.otherORCID: /0000-0001-7183-6022/work/67919681
dc.identifier.otherScopus: 85078605507
dc.identifier.otherWOS: 000507414700001
dc.identifier.urihttp://hdl.handle.net/10023/21276
dc.descriptionAuthors thank the Natural Sciences and Engineering Research Council of Canada and the Leverhulme Trust (RPG-2016-47) for financial support. J. A. Knöller thanks the Baden Württemberg Stiftung for a scholarship as well as Queen's and Stuttgart University for enabling this research through the Dual Degree Masters program.en
dc.description.abstractNew symmetric and unsymmetric B,N,B-doped benzo[4]helicenes 3 - 6a/b have been achieved in good yields, using a three-step process, starting from N(tolyl)3 in a highly divergent manner (7 examples). A borinic acid functionalized 1,4-B,N- anthracene 1 was found to display unprecedented reactivity, acting as a convenient and highly effective precursor for selective formation of bromo substituted B,N,B-benzo[4]helicenes 2a/2b via intramolecular borylation and sequential B-Mes bond cleavage in presence of BBr3. Subsequent reaction of 2a/2b with Ar-Li provided a highly effective toolbox for the preparation of symmetrically/unsymmetrically functionalized B,N,B-helicenes. Their high photoluminescence quantum yields along with the small ∆EST suggest the potential as thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs).
dc.language.isoeng
dc.relation.ispartofAngewandte Chemie International Editionen
dc.rightsCopyright © 2020 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1002/anie.201912340en
dc.subjectSynthetic methodsen
dc.subjectBoronen
dc.subjectLuminescenceen
dc.subjectB,N,B- benzo[4]helicenesen
dc.subjectDivergent synthesisen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleIntramolecular borylation via sequential B-Mes bond cleavage for the divergent synthesis of B,N,B-doped benzo[4]helicenesen
dc.typeJournal articleen
dc.description.versionPostprinten
dc.contributor.institutionUniversity of St Andrews.School of Chemistryen
dc.contributor.institutionUniversity of St Andrews.Organic Semiconductor Centreen
dc.contributor.institutionUniversity of St Andrews.EaSTCHEMen
dc.identifier.doihttps://doi.org/10.1002/anie.201912340
dc.description.statusPeer revieweden
dc.date.embargoedUntil2021-01-16


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