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:
TOMAS C. TEMPESTI; ADRIANA B. PIERINI; MARIA T. BAUMGARTNER
Revista:
NEW JOURNAL OF CHEMISTRY
Editorial:
ROYAL SOC CHEMISTRY
Referencias:
Lugar: London; Año: 2012 vol. 36 p. 597 - 602
ISSN:
1144-0546
Resumen:
The present study shows that the anion of 2-naphthylacetonitrile is substituted selectively at its Cα by aromatic halides, through a radical nucleophilic substitution mechanism, to give the corresponding α,α-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.
