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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.identifier262929747
dc.identifier9c813484-9c25-4628-bc66-948061f48010
dc.identifier85078605507
dc.identifier000507414700001
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.otherORCID: /0000-0001-7183-6022/work/67919681
dc.identifier.urihttps://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.format.extent2517309
dc.language.isoeng
dc.relation.ispartofAngewandte Chemie International Editionen
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.contributor.sponsorThe Leverhulme Trusten
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.doi10.1002/anie.201912340
dc.description.statusPeer revieweden
dc.date.embargoedUntil2021-01-16
dc.identifier.grantnumberRPG-2016-047en


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