Abstract
The substitution of tropos 2,2′-biphenols with (S)-amino-acid-derived interaction sites in the 5,5′-position results in a spontaneous desymmetrization. This process is driven by well-defined intermolecular hydrogen bonding, which leads to diastereoselective interlocking of the interaction sites of two biphenol units. The axial chirality of the subunits within the supramolecular dimer is dictated by the chiral information in the interacting selector units. The structure of the complex was investigated by nuclear magnetic resonance spectroscopy, X-ray crystallography, and hydrogen–deuterium exchange. Ligands were successfully employed in the Ti-mediated asymmetric alkylation of aromatic aldehydes.
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