Integrated intensities of hydroxy stretching vibration bands in some bicyclic systems containing a hydroxy group ? to o-benzeno, etheno, epoxy, or epithio functions
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 3,p. 486-492
- https://doi.org/10.1039/p29800000486
Abstract
For the title class of compounds, OH stretching vibration bands, νOH, and integrated, intensities, AOH, were measured for dilute carbon tetrachloride solutions. When AOH values were compared for f-structures which are incapable of intramolecular hydrogen bonding and b-structures in which intramolecular bonding takes place, the result was remarkable in that the AOH values of free νOH bands in f-structures were greater than those for the hydrogen-bonded νOH bands in the b-structures. The CO and C–O stretching vibration bands, νCO and νC–O, for the corresponding acetates were also measured. The νCO bands for the f-structures shifted to higher wavenumbers than those for b-structures, but the νC–O bands are shifted to lower wavenumbers. These results were ascribed to the through-space interaction between π- or n-electrons and the sp3-hybridized carbon atom bearing hydroxy and acetoxy groups which affects on polarization of these groups.Keywords
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