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Divergent Carbocatalytic Routes in Oxidative Coupling of Benzofused Heteroaryl Dimers: A Mechanistic Update.
Casadio, David S; Aikonen, Santeri; Lenarda, Anna; Nieger, Martin; Hu, Tao; Taubert, Stefan; Sundholm, Dage; Muuronen, Mikko; Wirtanen, Tom; Helaja, Juho.
Afiliação
  • Casadio DS; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Aikonen S; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Lenarda A; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Nieger M; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Hu T; Research Unit of Sustainable Chemistry, Faculty of Technology, University of Oulu, 90014, Oulu, Finland.
  • Taubert S; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Sundholm D; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Muuronen M; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Wirtanen T; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
  • Helaja J; Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, 00014, Helsinki, Finland.
Chemistry ; 27(16): 5283-5291, 2021 Mar 17.
Article em En | MEDLINE | ID: mdl-33427343
ABSTRACT
Mildly thermal air or HNO3 oxidized activated carbons catalyse oxidative dehydrogenative couplings of benzo[b]fused heteroaryl 2,2'-dimers, e.g., 2-(benzofuran-2-yl)-1H-indole, to chiral 3,3'-coupled cyclooctatetraenes or carbazole-type migrative products under O2 atmosphere. DFT calculations show that the radical cation and the Scholl-type arenium cation mechanisms lead to different products with 2-(benzofuran-2-yl)-1H-indole, being in accord with experimental product distributions.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Ano de publicação: 2021 Tipo de documento: Article
Texto completo
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XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chemistry Ano de publicação: 2021 Tipo de documento: Article