Abstract

Anthraquinone substituted by 2-methyl-1-naphthyl groups in positions 1,8 yields syn (meso) and anti (racemic) isomers (red and yellow colored, respectively) that interconvert with a barrier of 35.4 kcal mol(-1) in solution. Their structures were identified by NOE experiments in solution and X-ray diffraction in the solids. The racemic anti form (C(2) point group) entails two atropisomers that were separated by enantioselective HPLC: the absolute configuration was assigned by TD-DFT simulation of the ECD spectrum. Two atropisomers were also separated and assigned in the case of anthraquinone bearing a single 2-methyl-1-naphthyl substituent in position 1.

Full Text
Published version (Free)

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call