Visible-Light-Mediated Charge Transfer Enables C−C Bond Formation with Traceless Acceptor Groups

Michael J. James, Felix Strieth-Kalthoff, Frederik Sandfort, Felix J.R. Klauck, Felicitas Wagener, Frank Glorius*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The development and application of traceless acceptor groups in photochemical C−C bond formation is described. This strategy was enabled by the photoexcitation of electron donor–acceptor (EDA) complexes with visible light. The traceless acceptors, which were readily prepared from amino acid and peptide feedstocks, could be used to alkylate a wide range of heteroarene and enamine donors under metal- and peroxide-free conditions. The crucial role of the EDA complexes in the mechanism of these reactions was explored through combined experimental and computational studies.

Original languageEnglish
Pages (from-to)8240-8244
Number of pages5
JournalChemistry - A European Journal
Volume25
Issue number35
Early online date22 May 2019
DOIs
Publication statusPublished - 24 Jun 2019

Bibliographical note

© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

Keywords

  • amino acids
  • C−C bond formation
  • donor–acceptor systems
  • traceless acceptors
  • visible light

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