The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...

Pseudo)halogenated quinones react smoothly with chiral amines,amino alcohols,and amino acids toward pushpull conjugates with optical sensing and switching applications. The chiroptically active conjugates serve as redox switches between two reversibly interconverting states with remarkably different UV and CD signatures.A ddition of sodium borohydride generates ahydroquinone derivative that is quantitatively re-oxidized to the original quinone upon exposure to air.This chiroptical quinone/hydroquinone redox switch system combines several attractive features such as simple set-up,u se of inexpensive chemicals,s hort response time,a nd thermal and photochemical stability.Aconceptually new sensing approach that is based on integrated chiroptical amplification and redox switching enables on-the-fly deconvolution of otherwise overlapping CD spectra and is used for quantitative er analysis of challenging samples containing constitutional isomers in varying enantiomeric compositions.

Pseudo)halogenated quinones react smoothly with chiral amines,amino alcohols,and amino acids toward pushpull conjugates with optical sensing and switching applications. The chiroptically active conjugates serve as redox switches between two reversibly interconverting states with remarkably different UV and CD signatures.A ddition of sodium borohydride generates ahydroquinone derivative that is quantitatively re-oxidized to the original quinone upon exposure to air.This chiroptical quinone/hydroquinone redox switch system combines several attractive features such as simple set-up,u se of inexpensive chemicals,s hort response time,a nd thermal and photochemical stability.Aconceptually new sensing approach that is based on integrated chiroptical amplification and redox switching enables on-the-fly deconvolution of otherwise overlapping CD spectra and is used for quantitative er analysis of challenging samples containing constitutional isomers in varying enantiomeric compositions.