Conformational studies by dynamic nuclear magnetic resonance. 59.~1 stereodynamics of conformational enantiomers in the atropisomers of hindered naphthylcarbinols

摘要

Naphthyldialkylmethanols ArRR'COH (Ar=1-napohthyl or 1-naphthyl-2-methyl) exist as a pair of atropisomers created by the restricted rotation about the Ar-COH bond. They can be detected by low-temperature NMR spectroscopy but can also be separated as stable compounds at room temperature if both the alkyl substituents are bulky tert-butyl groups (one such example is provided by compound 1, R=R'=Bu~t with Ar=1-naphthyl).