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Borylation–reduction–borylation for the formation of 1,4-azaborines
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dc.contributor.author | Kothavale, Shantaram S. | |
dc.contributor.author | Iqbal, Saqib A. | |
dc.contributor.author | Hanover, Emily L. | |
dc.contributor.author | Gupta, Abhishek K. | |
dc.contributor.author | Zysman-Colman, Eli | |
dc.contributor.author | Ingleson, Michael J. | |
dc.date.accessioned | 2023-12-15T12:30:01Z | |
dc.date.available | 2023-12-15T12:30:01Z | |
dc.date.issued | 2023-12-15 | |
dc.identifier | 297438498 | |
dc.identifier | 28064afe-6571-43ca-85c9-98daa9d81302 | |
dc.identifier | 85180011566 | |
dc.identifier.citation | Kothavale , S S , Iqbal , S A , Hanover , E L , Gupta , A K , Zysman-Colman , E & Ingleson , M J 2023 , ' Borylation–reduction–borylation for the formation of 1,4-azaborines ' , Organic Letters , vol. 25 , no. 49 , pp. 8912-8916 . https://doi.org/10.1021/acs.orglett.3c03731 | en |
dc.identifier.issn | 1523-7060 | |
dc.identifier.other | Jisc: 1589113 | |
dc.identifier.other | ORCID: /0000-0001-7183-6022/work/148888797 | |
dc.identifier.uri | https://hdl.handle.net/10023/28879 | |
dc.description | This project has received funding from the Leverhulme Trust (grant Number RPG-2022-032) and the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation program (Grant Agreement No. 769599). M.J.I. and E.Z.-C. also thank the EPSRC Programme Grant “Boron: Beyond the Reagent” (EP/W007517/1) for support. | en |
dc.description.abstract | Given the current interest in materials containing 1,4-azaborine units, the development of new routes to these structures is important. Carbonyl directed electrophilic borylation using BBr3 is a facile method for the ortho-borylation of N,N-diaryl-amide derivatives. Subsequent addition of Et3SiH results in carbonyl reduction and then formation of 1,4-azaborines that can be protected in situ using a Grignard reagent. Overall, borylation–reduction–borylation is a one-pot methodology to access 1,4-azaborines from simple precursors. | |
dc.format.extent | 5 | |
dc.format.extent | 1308918 | |
dc.language.iso | eng | |
dc.relation.ispartof | Organic Letters | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject | MCC | en |
dc.subject.lcc | QD | en |
dc.title | Borylation–reduction–borylation for the formation of 1,4-azaborines | en |
dc.type | Journal article | en |
dc.contributor.sponsor | The Leverhulme Trust | en |
dc.contributor.sponsor | UK Research and Innovation | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. Institute of Behavioural and Neural Sciences | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Centre for Energy Ethics | en |
dc.contributor.institution | University of St Andrews. Organic Semiconductor Centre | en |
dc.identifier.doi | 10.1021/acs.orglett.3c03731 | |
dc.description.status | Peer reviewed | en |
dc.identifier.grantnumber | RPG-2022-032 | en |
dc.identifier.grantnumber | EP/W007517/1 | en |
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