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Substituent Effects on NMR Spectroscopy of 2,2-Dimethylchroman-4-one Derivatives: Experimental and Theoretical Studies.
Iguchi, Daniela; Ravelli, Davide; Erra-Balsells, Rosa; Bonesi, Sergio M.
Afiliación
  • Iguchi D; CIHIDECAR-CONICET-Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, 3er Piso, Pabellón 2, Ciudad Universitaria, University of Buenos Aires, Buenos Aires CP 1428, Argentina.
  • Ravelli D; Design and Chemistry of Macromolecules Group, Institute of Technology in Polymers and Nanotechnology (ITPN), UBA-CONICET, FIUBA, FADU, University of Buenos Aires, Pabellón III, subsuelo, Ciudad Universitaria, Buenos Aires C1428EGA, Argentina.
  • Erra-Balsells R; PhotoGreen Lab, Department of Chemistry, University of Pavia, Viale Taramelli 12, 27100 Pavia, Italy.
  • Bonesi SM; CIHIDECAR-CONICET-Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, 3er Piso, Pabellón 2, Ciudad Universitaria, University of Buenos Aires, Buenos Aires CP 1428, Argentina.
Molecules ; 25(9)2020 Apr 28.
Article en En | MEDLINE | ID: mdl-32354199
The attribution of 1H and 13C NMR signals of a library of 5-, 6- and 7-substituted 2,2-dimethylchroman-4-one derivatives is reported. Substituent effects were interpreted in terms of the Hammett equation, showing a good correlation for carbons para- to the substituent group, not for the meta- ones. Similarly, the Lynch correlation shows the additivity of the substituent chemical shifts in the case of both H and C nuclei, again with the exception of the carbons in the meta- position. Density Functional Theory (DFT)-predicted 1H and 13C chemical shifts correspond closely with experimentally observed values, with some exceptions for C NMR data; however, the correlation is valid only for the aromatic moiety and cannot be extended to the heterocyclic ring of the chroman-4-one scaffold.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Isótopos de Carbono / Espectroscopía de Resonancia Magnética / Química / Cromonas Tipo de estudio: Prognostic_studies Idioma: En Revista: Molecules Asunto de la revista: BIOLOGIA Año: 2020 Tipo del documento: Article País de afiliación: Argentina Pais de publicación: Suiza

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Isótopos de Carbono / Espectroscopía de Resonancia Magnética / Química / Cromonas Tipo de estudio: Prognostic_studies Idioma: En Revista: Molecules Asunto de la revista: BIOLOGIA Año: 2020 Tipo del documento: Article País de afiliación: Argentina Pais de publicación: Suiza