Hydrogen bonding network in a chiral alcohol: (1R,2S,5R)-(−)-menthol. Conformational preference studied by IR–Raman–VCD spectroscopies and quantum chemical calculations

By Juan Ramón Avilés Moreno, Francisco Partal Ureña, Juan Jesús López González

July 30, 2019

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Title

Hydrogen bonding network in a chiral alcohol: (1R,2S,5R)-(−)-menthol. Conformational preference studied by IR–Raman–VCD spectroscopies and quantum chemical calculations

Author

Juan Ramón Avilés Moreno, Francisco Partal Ureña, Juan Jesús López González

Year

2013

Journal

Structural chemistry

Abstract

A study of the molecular structure of (1R,2S,5R)-(−)-menthol and the hydrogen bond networks formed by this species in solution is carried out. Molecular structures of monomers and H-bonded dimers and trimers of the title compound are optimized using quantum chemical calculations in the isolated molecule approach. In addition, IR, Raman and VCD techniques are used to study CCl4 solutions and thin films of the target compound. Their corresponding vibrational spectra are then analysed, both theoretically (HF and DFT) and experimentally, to characterize the different monomers (rotamers) and H-bonded oligomer species in menthol solutions as a function of the concentration.

Full Article

https://link.springer.com/article/10.1007/s11224-012-0118-8

Instrument

FVS-4000

Keywords

Vibrational circular dichroism, Chiral alcohol molecular conformation, (1R,2S,5R)-(−)-Menthol ,H-Bonding network, Raman