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Rhodaelectrocatalysis for Annulative C−H Activation: Polycyclic Aromatic Hydrocarbons through Versatile Double Electrocatalysis

Kong, Wei‐Jun ; Finger, Lars H. ; Oliveira, João C. A. ; Ackermann, Lutz

Angewandte Chemie (International ed.), 2019-05, Vol.58 (19), p.6342-6346 [Periódico revisado por pares]

Germany: Wiley Subscription Services, Inc

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  • Título:
    Rhodaelectrocatalysis for Annulative C−H Activation: Polycyclic Aromatic Hydrocarbons through Versatile Double Electrocatalysis
  • Autor: Kong, Wei‐Jun ; Finger, Lars H. ; Oliveira, João C. A. ; Ackermann, Lutz
  • Assuntos: Activation ; Alkynes ; Chemical reactions ; C−H activation ; dehydrogenation ; electrochemistry ; Organic chemistry ; Polycyclic aromatic hydrocarbons ; rhodium ; Substitutes ; Topology
  • É parte de: Angewandte Chemie (International ed.), 2019-05, Vol.58 (19), p.6342-6346
  • Notas: ObjectType-Article-1
    SourceType-Scholarly Journals-1
    ObjectType-Feature-2
    content type line 23
  • Descrição: Rapid access to structurally diversified polycyclic aromatic hydrocarbons (PAHs) in a controlled manner is of key significance in materials sciences. Herein, we describe a strategy featuring two distinct electrocatalytic C−H transformations for the synthesis of novel nonplanar PAHs. The combination of rhodaelectrooxidative C−H activation/[2+2+2] alkyne annulation of easily accessible boronic acids with electrocatalytic cyclodehydrogenation provided modular access to diversely substituted PAHs with electricity as a sustainable oxidant. The unique molecular topology as well as the photophysical and electronic properties of the thus obtained PAHs were fully analyzed. The unique power of this metallaelectrocatalysis method was demonstrated by the chemoselective assembly of synthetically useful iodo‐substituted PAHs. The power you're supplying: The combination of rhodaelectrooxidative C−H activation/[2+2+2] alkyne annulation of easily accessible boronic acids with electrocatalytic cyclodehydrogenation provides modular access to diversely substituted PAHs with electricity as a sustainable oxidant.
  • Editor: Germany: Wiley Subscription Services, Inc
  • Idioma: Inglês
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  • Realização: ABCD-USP USP   Logos de Redes Sociais: Freepik

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