Sandfort, Frederik, Strieth-Kalthoff, Felix, Klauck, Felix J.R. et al. (2 more authors) (2018) Deaminative Borylation of Aliphatic Amines Enabled by Visible Light Excitation of an Electron Donor–Acceptor Complex. Chemistry - A European Journal. pp. 17210-17214. ISSN 1521-3765
Abstract
A deaminative strategy for the borylation of aliphatic primary amines is described. Alkyl radicals derived from the single-electron reduction of redox-active pyridinium salts, which can be isolated or generated in situ, were borylated in a visible light-mediated reaction with bis(catecholato)diboron. No catalyst or further additives were required. The key electron donor–acceptor complex was characterized in detail by both experimental and computational investigations. The synthetic potential of this mild protocol was demonstrated through the late-stage functionalization of natural products and drug molecules.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Keywords: | borylation,deaminative strategy,DFT calculations,electron donor–acceptor,visible light |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 07 Oct 2019 15:10 |
Last Modified: | 14 Mar 2025 00:08 |
Published Version: | https://doi.org/10.1002/chem.201804246 |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1002/chem.201804246 |
Related URLs: | |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:151866 |
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Filename: Deaminative_Borylation_Pure_.pdf
Description: Deaminative Borylation