INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Nucleophilic Substitution of Bromonorbornenes and Derivatives by Electron Transfer Reactions
Autor/es:
CRESPO ANDRADA, K. F.; PEISINO, L. E.; DASTAN, A.; GÜNEY, M.; PIERINI, A. B.
Revista:
ORGANIC & BIOMOLECULAR CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: CAMBRIDGE; Año: 2013 vol. 11 p. 955 - 965
ISSN:
1477-0520
Resumen:
The photoinitiated substitution reactions of anti-7-bromobenzonorbornadiene (5), its syn isomer 6,exoanti-13-bromobenzocyclobutanorbornene (7), syn-7-bromonorbornene (8) and bromonorbornane (9)with Me3Sn− and Ph2P− anions, in liquid ammonia, are here informed to occur with good yields of ubstitution. The stereochemical outcome is discussed in terms of calculations with the B3LYP functional and the 6-31+G* basis set; the solvent being included as a continuum through the PCM model. The experimental relative chemical reactivity of pairs of substrates toward a given anion is also presented.
