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Formaldehyde-Extruding Homolytic Aromatic Substitution via C→O Transposition: Selective 'Traceless-Linker' access to Congested Biaryl Bonds.
Poonpatana, Pabhon; Dos Passos Gomes, Gabriel; Hurrle, Thomas; Chardon, Kimhoa; Bräse, Stefan; Masters, Kye-Simeon; Alabugin, Igor.
Afiliación
  • Poonpatana P; Discipline of Nanotechnology and Molecular Sciences, Chemistry, Physics and Mechanical Engineering School, Queensland University of Technology (QUT), GPO Box 2434, Brisbane, Queensland, 4001, Australia.
  • Dos Passos Gomes G; Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL, 32306-4390, USA.
  • Hurrle T; Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, 76131, Karlsruhe, Germany.
  • Chardon K; Discipline of Nanotechnology and Molecular Sciences, Chemistry, Physics and Mechanical Engineering School, Queensland University of Technology (QUT), GPO Box 2434, Brisbane, Queensland, 4001, Australia.
  • Bräse S; Institute of Organic Chemistry (IOC), Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, 76131, Karlsruhe, Germany.
  • Masters KS; Institute of Toxicology & Genetics (ITG), Karlsruhe Institute of Technology (KIT), Kaiserstrasse 12, 76131, Karlsruhe, Germany.
  • Alabugin I; Discipline of Nanotechnology and Molecular Sciences, Chemistry, Physics and Mechanical Engineering School, Queensland University of Technology (QUT), GPO Box 2434, Brisbane, Queensland, 4001, Australia.
Chemistry ; 23(38): 9091-9097, 2017 Jul 06.
Article en En | MEDLINE | ID: mdl-28399331
ABSTRACT
A new, selective way to form C-C bonds has been developed. In this report, we disclose the homolytic aromatic substitution via C→O transposition coupled with the elimination of formaldehyde (as a traceless linker). Computational analysis indicates the selectivity can be tuned by sterics in the starting materials following an ipso-attack that leads to the C→O transposition.
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Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Australia
Texto completo
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XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2017 Tipo del documento: Article País de afiliación: Australia