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Ascheberg C, Bock J, Buß F, et al. Stable Bromiranium Ions with Weakly-Coordinating Counterions as Efficient Electrophilic Brominating Agents. Chemistry. 2017;23(48):11578-11586doi: 10.1002/chem.201701643.
Ascheberg, C., Bock, J., Buß, F., Mück-Lichtenfeld, C., Daniliuc, C. G., Bergander, K., Dielmann, F., & Hennecke, U. (2017). Stable Bromiranium Ions with Weakly-Coordinating Counterions as Efficient Electrophilic Brominating Agents. Chemistry (Weinheim an der Bergstrasse, Germany), 23(48), 11578-11586. https://doi.org/10.1002/chem.201701643
Ascheberg, Christoph, et al. "Stable Bromiranium Ions with Weakly-Coordinating Counterions as Efficient Electrophilic Brominating Agents." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 23,48 (2017): 11578-11586. doi: https://doi.org/10.1002/chem.201701643
Ascheberg C, Bock J, Buß F, Mück-Lichtenfeld C, Daniliuc CG, Bergander K, Dielmann F, Hennecke U. Stable Bromiranium Ions with Weakly-Coordinating Counterions as Efficient Electrophilic Brominating Agents. Chemistry. 2017 Aug 25;23(48):11578-11586. doi: 10.1002/chem.201701643. Epub 2017 Aug 09. PMID: 28636753.
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Chemistry. 2017 Aug 25;23(48):11578-11586. doi: 10.1002/chem.201701643. Epub 2017 Aug 09.

Stable Bromiranium Ions with Weakly-Coordinating Counterions as Efficient Electrophilic Brominating Agents.

Chemistry (Weinheim an der Bergstrasse, Germany)

Christoph Ascheberg, Jonathan Bock, Florenz Buß, Christian Mück-Lichtenfeld, Constantin G Daniliuc, Klaus Bergander, Fabian Dielmann, Ulrich Hennecke

Affiliations

  1. Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstr. 40, 48149, Münster, Germany.
  2. Institut für Anorganische Chemie, Westfälische Wilhelms-Universität, Corrensstr. 28/30, 48149, Münster, Germany.

PMID: 28636753 DOI: 10.1002/chem.201701643

Abstract

Electrophilic halogenating agents are an important class of reagents in chemical synthesis. Herein, we show that sterically demanding bromiranium ions with weakly coordinating counterions are highly reactive electrophilic brominating agents. Despite their high reactivity these reagents are stable, in one case even under ambient conditions and can be applied in electrophilic halogenations of alkenes as well as heteroatoms.

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: alkenes; cations; cyclization; electrophilic addition; halogenation

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