Tuning the reducing properties of 1,2-diaryl-1,2-disodiumethanes.
We investigated the reducing properties of a series of 1,2-diaryl-1,2-disodiumethanes by means of equilibration reactions. The electron-donor power of these vic-diorganometals is strongly affected by the nature of substituents present either on the aromatic ring(s) or on the carbanionic centers, and it can be correlated with their ability to delocalize the arylmethyl carbanions. These findings are supported by electrochemical analysis of the reduction behavior of the parent 1,2-diarylalkene. Applications of these results to the reduction of selected substrates are described.
Azzena
Ugo
U
Dipartimento di Chimica, Università di Sassari, via Vienna 2, I-07100 Sassari, Italy. ugo@uniss.it
Pisano
Luisa
L
Antonello
Sabrina
S
Maran
Flavio
F