Details

Autor(en) / Beteiligte

• Haines, Brandon E
• Wiest, Olaf

Titel

SET-Induced Biaryl Cross-Coupling: An SRN1 Reaction

Ist Teil von

• Journal of organic chemistry, 2014-03, Vol.79 (6), p.2771-2774

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2014

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The 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.