title: The (1)H NMR chemical shift for the hydroxy proton of 4-(dimethylamino)-2'-hydroxychalcone in chloroform: a theoretical approach to its inverse dependence on the temperature.
abstract: [reaction: see text] The inverse dependence of the chemical shift on the temperature experimentally found for the phenolic proton of 4-(dimethylamino)-2'-hydroxychalcone (DMAHC) is theoretically studied. As the temperature decreases, the solvent dielectric constant epsilon increases and the zwitterionic resonance form is more stabilized. Electronic calculations at the DFT level of theory were performed by immersing the solute DMAHC in chloroform cavities of different epsilon values. The values of the calculated chemical shifts for DMAHC as a function of epsilon show that the growing contribution of the zwitterionic structure justifies the experimental results.
authors.affiliation: Departament de Química, Universitat Autònoma de Barcelona, 08193 Bellaterra (Barcelona), Spain.
authors.forename: M
authors.initials: M
authors.lastname: Garcia-Viloca
authors.forename: A
authors.initials: A
authors.lastname: González-Lafont
authors.forename: J M
authors.initials: JM
authors.lastname: Lluch