jo500222d_si_001.pdf (439.67 kB)
SET-Induced Biaryl Cross-Coupling: An SRN1 Reaction
journal contribution
posted on 2015-12-17, 01:09 authored by Brandon
E. Haines, Olaf WiestThe
SET-induced biaryl cross-coupling reaction is established as
the first example of a Grignard SRN1 reaction. The reaction
is examined within the mechanistic framework of dissociative electron
transfer in the presence of a Lewis acid. DFT calculations show that
the reaction proceeds through a radical intermediate in the form of
an Mg ion-radical cage, which eludes detection in trapping experiments
by reacting quickly to form an MgPh2 radical anion intermediate.
A new mechanism is proposed.