| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1403779 | Journal of Molecular Structure | 2011 | 5 Pages |
The complex conformational behavior of 3-phenylprop-2-en-1-ol (cinnamyl alcohol) and its saturated analogue 3-phenyl-1-propanol were investigated at the DFT-B3LYP/6-311G**, MP2 and MP4(SDQ) levels of theory. The unsaturated 3-phenylprop-2-en-1-ol was predicted to exist in Cg and Gg1 conformational mixture as a result of competitive conjugation and hyperconjugation interactions in the molecule. The saturated 3-phenyl-1-propanol was predicted to exist predominantly in a Ggg structure as a result of predominant steric hindrances in the alcohol. Only the one predominant form was identified in the infrared and Raman spectra of both alcohols. The excellent agreement between the calculated wavenumbers and the observed ones in the infrared and Raman spectra supports the conclusion that each of the two alcohols is present in one predominant form in the condensed phases. The vibrational frequencies of 3-phenylprop-2-en-1-ol and 3-phenyl-1-propanol in their lowest energy forms were computed at the B3LYP level and tentative vibrational assignments were provided on the basis of combined calculated and experimental data.
► The structure and vibrational spectra of cinnamyl alcohol and 3-phenyl-1-propanol were investigated. ► The structures were optimized at the DFT-B3LYP, MP2 and MP4(SDQ) levels of theory. ► Vibrational assignments were made on the basis of combined experimental and theoretical DFT data.
