INVESTIGADORES
PUIATTI Marcelo
artículos
Título:
Photoinduced nucleophilic substitution of iodocubanes with arylthiolate and diphenylphosphanide ions. Experimental and computational approaches
Autor/es:
JIMENEZ, LILIANA B.; PUIATTI, MARCELO; ANDRADA, DIEGO M.; BRIGANTE, FEDERICO; CRESPO ANDRADA, KARINA F.; ROSSI, ROBERTO A.; PRIEFER, RONNY; PIERINI, ADRIANA B.
Revista:
RSC Advances
Editorial:
Royal Chemical Society
Referencias:
Lugar: Londres; Año: 2018 vol. 8 p. 39222 - 39230
Resumen:
A new synthetic route to modify the cubane nucleus is reported here. Methyl-4-iodocubane-1-carboxylate(1) and 1,4-diiodocubane (2) were employed as reagents to react with arylthiolate and diphenylphosphanideions under irradiation in liquid ammonia and dimethylsulphoxide. The reactions proceed to afford thioarylanddiphenylphosphoryl- cubane derivatives in moderate to good yields. It is also found that themonosubstituted product with retention of the second iodine is an intermediate compound. Mechanisticaspects are supported by DFT calculations.
