On the basis of a comprehensive analysis of experimental and theoretical IR and vibrational circular dichroism (VCD) spectra, we make suggestions for solvation schemes for carboxylic acids. More specifically, we have studied two chiral carboxylic acids in solvents of different polarity and hydrogen bonding capabilities and verify previously proposed solute–solvent structures for their general applicability.
In collaboration with Benjamin List from the Max-Planck-Institut for Coal Research, VCD spectroscopy was used to study the transmission of stereochemical information in a chiral ion pair based catalyst. Spectral features indicative of chirality transfer from the chiral anion to the achiral cation can be correlated with the enantioselectivity of the catalyst.
A chiral amine–borane is investigated by VCD spectroscopy. By comparison of experimental and calculated spectra, a unique VCD pattern associated with the formation of dihydrogen-bonded dimers in solution is identified. Different dihydrogen binding arrangements in solution and in solid state are characterized.
Solvent-driven chiroptical switching of a helical chiral poly(carbodiimide): In collaboration with the group of Bruce Novak (University of Texas, Dallas), we investigate the structural changes of a chiral polymer upon change of solvent polarity and temperature and observe the flipping of polymer side groups and a shrinking of the backbone.
Solvent-effects in chiral transition metal complex: A comparison between the experimental and calculated VCD spectra proves the existence of both Δ and Λ isomers in an acetonitrile solution. However, a significant shift of the equilibrium toward the Λ diastereomer is found for the complex in dimethyl sulfoxide.
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