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What controls regiochemistry in 1,3-dipolar cycloadditions of münchnones with nitrostyrenes?
Lopchuk, Justin M; Hughes, Russell P; Gribble, Gordon W.
Afiliação
  • Lopchuk JM; Department of Chemistry, Dartmouth College , Hanover, New Hampshire 03755, United States.
Org Lett ; 15(20): 5218-21, 2013 Oct 18.
Article em En | MEDLINE | ID: mdl-24073889
The distinct experimentally observed regiochemistries of the reactions between mesoionic münchnones and ß-nitrostyrenes or phenylacetylene are shown by DFT/BDA/ETS-NOCV analyses of the transition states to be dominated by steric and reactant reorganization factors, rather than the orbital overlap considerations predicted by Frontier Molecular Orbital (FMO) Theory.
Assuntos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Oxazóis / Pirróis / Estirenos Tipo de estudo: Prognostic_studies Idioma: En Ano de publicação: 2013 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Oxazóis / Pirróis / Estirenos Tipo de estudo: Prognostic_studies Idioma: En Ano de publicação: 2013 Tipo de documento: Article