Hydrogen bonding involving α,β-unsaturated carboxylic esters and substituted phenols: an infrared spectroscopic study
1991; Elsevier BV; Volume: 263; Linguagem: Inglês
10.1016/0022-2860(91)80058-c
ISSN1872-8014
AutoresM.Dulce G. Faria, J.J.C. Teixeira‐Dias, Rui Fausto,
Tópico(s)Crystallography and molecular interactions
ResumoThe hydrogen-bonded complexes between phenol derivatives and methyl acrylate, methyl trans- crotonate and methyl trans-cinnamate were studied in carbon tetrachloride solution by infrared spectroscopy. Temperature variation studies were used to evaluate both formation constants and the enthalpies of complex formation. It is shown that the relative values of enthalpies associated with the hydrogen bonding process in the various systems studied depend on the substituent constants of both the ester and phenol substituents. In addition, it is also shown that the observed shifts in the carbonyl stretching frequency upon complexation can be correlated with ΔH, thus providing a useful indirect way of measuring the strength of the hydrogen bond.
Referência(s)