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From the same journal

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

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Author(s)

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

Department/unit(s)

Publication details

JournalChemistry - A European Journal
DateAccepted/In press - 11 Apr 2019
DateE-pub ahead of print - 22 May 2019
DatePublished (current) - 24 Jun 2019
Issue number35
Volume25
Number of pages5
Pages (from-to)8240-8244
Early online date22/05/19
Original languageEnglish

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.

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.

    Research areas

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

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