4.6 Article

On the Origin of the Non-Planarity in Biarylsilyloxonium Ions

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 62, Pages 15496-15500

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202102614

Keywords

atropoisomers; Lewis acids; Si-centered chirality; silicon; silyloxoniums; silyl cations

Funding

  1. Agence Nationale de la recherche [ANR-16-CE07-0018-01]
  2. PHC Procope program [37653RK]
  3. University of Bordeaux
  4. CNRS
  5. DFG [MU-1440/12]
  6. DAAD via the PPF program [57316614]
  7. Agence Nationale de la Recherche (ANR) [ANR-16-CE07-0018] Funding Source: Agence Nationale de la Recherche (ANR)

Ask authors/readers for more resources

By utilizing NMR and XRD studies supported by DFT calculations, the structure determination of a series of biphenylsilyloxonium cations was carried out, providing insights into the origin of oxygen pyramidalization in biphenyl and binaphthylsilyl oxoniums. The low barrier of inversion in the oxygenyl series suggests the significant role of the biaryl axis in the inversion of configuration at the oxygen center.
The structure determination of a series of biphenylsilyloxonium cations through NMR and XRD studies, supported by DFT calculations was carried out, allowing to get insights into the origin of the oxygen pyramidalization in biphenyl and binaphthylsilyl oxoniums. Low barrier of inversion in the oxygenyl series points toward a key role of the biaryl axis in the inversion of configuration at the oxygen center.

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