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Selective Synthesis of Imines by Photo-Oxidative Amine Cross-Condensation Catalyzed by PCN-222(Pd)

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  • Aitor Bermejo-López, Stockholm University
  • ,
  • Sergio Carrasco, Stockholm University
  • ,
  • Pedro J. Tortajada, Stockholm University
  • ,
  • Kenji P.M. Kopf, Stockholm University
  • ,
  • Amparo Sanz-Marco, Stockholm University
  • ,
  • Mathias S. Hvid, Stockholm University
  • ,
  • Nina Lock
  • Belén Martín-Matute, Stockholm University

Palladium-metalated PCN-222 enables the aerobic photo-oxidative cross-condensation of anilines with benzylic amines yielding a series of linear and cyclic imines. The reaction is very efficient under mild conditions, which allows the isolation of simple, yet elusive, intermediates such as 2-(benzylideneamino)aniline and 2-(benzylideneamino)phenols. Recyclability studies show excellent activity and selectivity after five runs. The methodology was successfully applied for the synthesis of an antitumor agent (PMX-610).

Original languageEnglish
JournalACS Sustainable Chemistry and Engineering
Volume9
Issue43
Pages (from-to)14405-14415
Number of pages11
ISSN2168-0485
DOIs
Publication statusPublished - Nov 2021

    Research areas

  • heterogeneous catalysis, imines, MOF, photoredox, recyclability

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