INFIQC 05475
INSTITUTO DE INVESTIGACIONES EN FISICO- QUIMICA DE CORDOBA
Unidad Ejecutora - UE
artículos
Título:
Synthesis of cyclohexadienylstannanes. Novel example of vinylic SRN1 mechanism: a theoretical and experimental study.
Autor/es:
V. B. DORN, M. A. BADAJOZ, M. T. LOCKHART, A. B. CHOPA, A. B. PIERINI
Revista:
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Editorial:
ELSEVIER
Referencias:
Año: 2008
ISSN:
0022-328X
Resumen:
The reaction of trimethyltinsodium (1) with 1-(diethoxyphosphoryl)oxy-1,3-cyclohexadienes in liquid ammonia under irradiation affords the corresponding 1-trimethylstannylcyclohexadienes. We suggest that these reactions occur by an SRN1 mechanism. On the other hand, 2-(diethoxyphosphoryl)oxy-1,3-cyclohexadiene reacts very slowly towards 1 and the substitution product decomposes under the reaction conditions employed. Thus, structurally similar compounds do not behave in the same way under ET conditions. We suggest that this behavior is mainly due to differences in spin density of their radical anions, which affect their fragmentation rates. Our results are supported by computational calculations.
