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Peer-reviewedCC BYChemical science

A difluoroboryl radical and its boryl anion.

  • Eduardo F S Guimarães1,2,3
  • Andreas Sachs1,2
  • Johannes Röder1,2
  • Sophia M Schalk4
  • Lea Völker4
  • Lenja Wilkens4
  • Merle Arrowsmith1,2
  • Ivo Krummenacher1,2
  • Sourav Kar1,2
  • Eufrânio N da Silva Júnior3
  • Holger Braunschweig1,2
4 affiliations
  1. 1Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg Am Hubland 97074 Würzburg Germany [email protected].
  2. 2Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg Am Hubland 97074 Würzburg Germany.
  3. 3Instituto de Ciências Exatas, Departamento de Química, Universidade Federal de Minas Gerais Belo Horizonte MG 31270-901 Brazil [email protected].
  4. 4Siebold-Gymnasium Rennweger Ring 11 97070 Würzburg Germany.
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Abstract

The one-electron reduction of a cyclic alkyl(amino)carbene (CAAC)-stabilised trifluoroborane with Li yields the stable difluoroboryl radical [(CAAC)BF₂]˙, which, although essentially CAAC-centred, reacts like a boron-centred one. Further reduction with Li or Na in THF yields the difluoroboryl anion [(CAAC)BF₂]M, which in non-coordinating solvents undergoes disproportionation to the linear diboracumulene (CAAC)₂B₂ and [(CAAC)BF₂]˙, the reaction being driven by the high lattice energy of the liberated MF equivalents. Reactions with iodoalkanes in Et₂O show that [(CAAC)BF₂]K acts as a boron nucleophile despite a positive partial charge at boron.

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Cite

BibTeXRIS
BibTeX
@article{guimaraes2026difluoroboryl,
  title = {{A difluoroboryl radical and its boryl anion.}},
  author = {Eduardo F S Guimarães and Andreas Sachs and Johannes Röder and Sophia M Schalk and Lea Völker and Lenja Wilkens and Merle Arrowsmith and Ivo Krummenacher and Sourav Kar and Eufrânio N da Silva Júnior and Holger Braunschweig},
  journal = {Chemical science},
  year = {2026},
  month = oct,
  doi = {10.1039/d6sc05302e},
  url = {https://europepmc.org/article/MED/42924222},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - A difluoroboryl radical and its boryl anion.
AU  - Eduardo F S Guimarães
AU  - Andreas Sachs
AU  - Johannes Röder
AU  - Sophia M Schalk
AU  - Lea Völker
AU  - Lenja Wilkens
AU  - Merle Arrowsmith
AU  - Ivo Krummenacher
AU  - Sourav Kar
AU  - Eufrânio N da Silva Júnior
AU  - Holger Braunschweig
PY  - 2026
DA  - 2026/10/09
JO  - Chemical science
DO  - 10.1039/d6sc05302e
UR  - https://europepmc.org/article/MED/42924222
AB  - The one-electron reduction of a cyclic alkyl(amino)carbene (CAAC)-stabilised trifluoroborane with Li yields the stable difluoroboryl radical [(CAAC)BF₂]˙, which, although essentially CAAC-centred, reacts like a boron-centred one. Further reduction with Li or Na in THF yields the difluoroboryl anion [(CAAC)BF₂]M, which in non-coordinating solvents undergoes disproportionation to the linear diboracumulene (CAAC)₂B₂ and [(CAAC)BF₂]˙, the reaction being driven by the high lattice energy of the liberated MF equivalents. Reactions with iodoalkanes in Et₂O show that [(CAAC)BF₂]K acts as a boron nucleophile despite a positive partial charge at boron.
SN  - 2041-6520
SN  - 2041-6539
ER  -