Synthetic
and Predictive Approach to Unsymmetrical Biphenols by Iron-Catalyzed
Chelated Radical–Anion Oxidative Coupling
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Abstract
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