Steroselectivity of the hydrogen-atom transfer in benzophenone-tyrosine dyads: An intramolecular kinetic solvent effect

To be or not to be solvated is the decisive parameter that controls the photoinduced hydrogen-atom transfer in diastereomeric ketone/phenol dyads. A kinetic solvent effect that refers to hydrogen bonding between the phenol and the solvent is suggested to be the main source of the stereoselective discrimination in the hydrogen transfer (see figure).