Accelerated Ru-Cu Trinuclear Cooperative C-H Bond Functionalization of Carbazoles

The mechanism of a trinuclear cooperative dehydrogenative C-N bond-forming reaction is investigated in this work, which avoids the use of chelate-assisting directing groups. Two new highly efficient Ru/Cu co-catalyzed systems were identified, allowing orders of magnitude greater TOFs than the previo...

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Detalhes bibliográficos
Autores: Jones, Alexander W., Rank, Christian K., Becker, Yanik, Malchau, Christian, Funes-Ardoiz, Ignacio|||0000-0002-5843-9660, Maseras Cuní, Feliu|||0000-0001-8806-2019, Patureau, Frederic W.|||0000-0002-4693-7240
Formato: artículo
Fecha de publicación:2018
País:España
Recursos:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:227933
Acesso em linha:https://ddd.uab.cat/record/227933
https://dx.doi.org/urn:doi:10.1002/chem.201802886
Access Level:acceso abierto
Palavra-chave:C-H bond activation
Cooperative reductive elimination
Cross dehydrogenative coupling
Dehydrogenative amination
Trinuclear catalysis
Descrição
Resumo:The mechanism of a trinuclear cooperative dehydrogenative C-N bond-forming reaction is investigated in this work, which avoids the use of chelate-assisting directing groups. Two new highly efficient Ru/Cu co-catalyzed systems were identified, allowing orders of magnitude greater TOFs than the previous state of the art. In-depth kinetic studies were performed in combination with advanced DFT calculations, which reveal a decisive rate-determining trinuclear Ru-Cu cooperative reductive elimination step (CRE).