The chiral weakly coordinating (3,3'-biphenyl-BINOL)BF anion can be generated by the reaction of the BINOL derivative with Cu(NCMe)BF. Structural analysis suggest the anion is weakly coordinating to Cu. However, its use in cyclopropanation reactions leads to the rearrangement of the anion to create a chiral 3,3'-diphenyl-BINOL ligand that coordinates to copper. The latter suggests an important feature to consider when using weakly association anions, but can also be used to design simple chiral BINOL-based ligands for asymmetric cyclopropanation.
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