INFIQC   05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Synthesis of a,a-diaryl nitriles by radical nucleophilic substitution
Autor/es:
TEMPESTI, T. C; PIERINI, A. B.; BAUMGARTNER, M.T.*
Revista:
NEW JOURNAL OF CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: London; Año: 2011
ISSN:
1144-0546
Resumen:
The present study shows that the anion of 2-naphthylacetonitrile is substituted selectively at its Ca by aromatic halides, through a radical nucleophilic substitution mechanism, to give the corresponding a,a-diaryl nitriles in good yields. The regioselectivity of this ambident nucleophile changes with the steric hindrance at the radical centre from the aromatic substrate. The selectivity observed was investigated through a computational model of the key reaction step. DOI: 10.1039/C1NJ20699K