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Exploiting single-electron transfer in Lewis pairs for catalytic bond-forming reactions.

Yoshitaka AramakiNaoki ImaizumiMao HottaJun KumagaiTakashi Ooi
Published in: Chemical science (2020)
A single-electron transfer (SET) between tris(pentafluorophenyl)borane (B(C6F5)3) and N,N-dialkylanilines is reported, which is operative via the formation of an electron donor-acceptor (EDA) complex involving π-orbital interactions as a key intermediate under dark conditions or visible-light irradiation depending on the structure of the aniline derivatives. This inherent SET in the Lewis pairs initiates the generation of the corresponding α-aminoalkyl radicals and their additions to electron-deficient olefins, revealing the ability of B(C6F5)3 to act as an effective one-electron redox catalyst.
Keyphrases
  • electron transfer
  • visible light
  • solar cells
  • radiation induced
  • highly efficient
  • gold nanoparticles
  • carbon dioxide