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Discovery and Mechanistic Study of a Totally Organic C(aryl)-C(alkyl)Oxygen Insertion Reaction.
Kazim, Muhammad; Foy, Hayden; Siegler, Maxime A; Dudding, Travis; Lectka, Thomas.
Afiliação
  • Kazim M; Department of Chemistry , Johns Hopkins University , 3400 North Charles Street , Baltimore , Maryland 21218 , United States.
  • Foy H; Department of Chemistry , Brock University , 1812 Sir Isaac Brock Way , St. Catharines , ON L2S 3A1 , Canada.
  • Siegler MA; Department of Chemistry , Johns Hopkins University , 3400 North Charles Street , Baltimore , Maryland 21218 , United States.
  • Dudding T; Department of Chemistry , Brock University , 1812 Sir Isaac Brock Way , St. Catharines , ON L2S 3A1 , Canada.
  • Lectka T; Department of Chemistry , Johns Hopkins University , 3400 North Charles Street , Baltimore , Maryland 21218 , United States.
J Org Chem ; 84(21): 14349-14353, 2019 11 01.
Article em En | MEDLINE | ID: mdl-31577426
ABSTRACT
We report an unprecedented photochemical oxygen insertion reaction into an aromatic quinone methide. Insertion happens specifically within a C(aryl)-C(alkyl) bond, whereas the quinone methide moiety remains intact itself. Detailed mechanistic studies, supported by DFT calculations, support a pathway in which the p-QM plays a pivotal activating role.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2019 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: J Org Chem Ano de publicação: 2019 Tipo de documento: Article