4.6 Article

Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst

Journal

FRONTIERS IN CHEMISTRY
Volume 9, Issue -, Pages -

Publisher

FRONTIERS MEDIA SA
DOI: 10.3389/fchem.2021.771473

Keywords

defluorosilylation; transition-metal-free catalysis; C-F bond activation; silylboronate; nickel

Funding

  1. JSPS KAKENHI [21H01933]
  2. Grants-in-Aid for Scientific Research [21H01933] Funding Source: KAKEN

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The defluorosilylation of aryl fluorides to access aryl silanes was achieved under transition-metal-free conditions via an inert C-F bond activation. This method, mediated by silylboronates and KOtBu, proceeds smoothly at room temperature to afford various aryl silanes in good yields. While a comparative experiment showed that a Ni catalyst facilitated the transformation more efficiently, the transition-metal-free protocol is advantageous from a green chemistry perspective.
The defluorosilylation of aryl fluorides to access aryl silanes was achieved under transition-metal-free conditions via an inert C-F bond activation. The defluorosilylation, mediated by silylboronates and KOtBu, proceeded smoothly at room temperature to afford various aryl silanes in good yields. Although a comparative experiment indicated that Ni catalyst facilitated this transformation more efficiently, the transition-metal-free protocol is advantageous from a green chemistry perspective.

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