ROTATIONAL ISOMERS, INTRAMOLECULAR HYDROGEN BOND, AND IR SPECTRA OF o-VINYLPHENOL HOMOLOGUES
Abstract
The n(ОН) stretching mode bands in IR spectra of the solutions of five o-vinylphenol homologues (o-VPh) in CCl4 and n-hexane low polarity solvents were studied. Several rotamers with a free OH group were found in the solution of o-VPh and its methyl substituted in n-hexane. According to the calculations by the B3LYP/cc-pVTZ method, the proportion of rotamers in o-VPh homologues with intramolecular hydrogen bond О-Н…p (IHB) varies from 22 to 97% in the gas and in the cyclohexane medium. Theoretical values of the effective enthalpy -ΔН of its IHB vary in the range 0.20-2.24 kcal/mol.
Keywords
о-винил-, о-пропенил- и о-бутенилфенолы,
инфракрасный спектр,
валентные колебания О-Н-связи,
функционал плотности,
ротамер,
внутримолекулярная водородная связь,
энтальпия,
o-vinyl-, o-propenyl-, and o-butenylphenols,
infrared spectrum,
n(ОН) stretching mode bands,
density functional,
rotamer,
intramolecular hydrogen bond,
enthalpy
For citations:
Glazunov V.P., Berdyshev D.V., Balaneva N.N., Radchenko O.S., Novikov V.L. ROTATIONAL ISOMERS, INTRAMOLECULAR HYDROGEN BOND, AND IR SPECTRA OF o-VINYLPHENOL HOMOLOGUES. Zhurnal Prikladnoii Spektroskopii. 2018;85(1):14-26. (In Russ.)
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