Synthetic and Predictive Approach to Unsymmetrical Biphenols by Iron-Catalyzed Chelated Radical-Anion Oxidative Coupling.
An iron-catalyzed oxidative unsymmetrical biphenol coupling in 1,1,1,3,3,3-hexafluoropropan-2-ol that proceeds via a chelated radical-anion coupling mechanism was developed. Based on mechanistic studies, electrochemical methods, and density functional theory calculations, we suggest a general model that enables prediction of the feasibility of cross-coupling for a given pair of phenols.
Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
Anna
A
Libman
Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
Hadas
H
Shalit
Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
Yulia
Y
Vainer
Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
Sachin
S
Narute
Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
Sebastian
S
Kozuch
Department of Chemistry, Ben-Gurion University of the Negev , Beer-Sheva 84105, Israel.
Doron
D
Pappo