INVESTIGADORES
SILBESTRI Gustavo Fabian
artículos
Título:
Synthesis of bis(trimethylstannyl)aryl compounds via SRN1 mechanism with intermediacy of monosubtitution products
Autor/es:
A.B. CHOPA; M.T. LOCKHART; G.F.SILBESTRI
Revista:
ORGANOMETALLICS
Editorial:
The American Chemical Society
Referencias:
Lugar: Cambridge; Año: 2002 vol. 21 p. 5874 - 5878
ISSN:
0276-7333
Resumen:
1,2-Bis(trimethylstannyl)benzene (1) and 2,2¢-bis(trimethylstannyl)-1,1¢-binaphthyl (2), useful as intermediates in the preparation of bidentate Lewis acids, have been synthesized from simple phenols through a two-step sequence. Thus, 2-chlorophenol, 1,2-dihydroxybenzene, and binaphthol were converted into the corresponding aryl diethyl phosphate esters 4-6, which on reaction with sodium trimethylstannide (3) in liquid ammonia, under irradiation, afforded 1 and 2, respectively, in good yields (66-82%). The results obtained clearly indicate that the reactions proceed through an SRN1 mechanism and involve the intermediacy of a monosubstitution product.
