title: Calculated and experimental NMR chemical shifts of p-menthane-3,9-diols. A combination of molecular dynamics and quantum mechanics to determine the structure and the solvent effects.
abstract: NMR chemical shifts have been experimentally measured and theoretically estimated for all the carbon atoms of (1R,3S,4S,8S)-p-menthane-3,9-diol in chloroform solution. Theoretical estimations were performed using a combination of molecular dynamics simulations and quantum mechanical calculations. Molecular dynamics simulations were used to obtain the most populated conformations of the (1R,3S:4S,8S)-p-menthane-3,9-diol as well as the distribution of the solvent molecules around it. Quantum mechanical calculations of NMR chemical shifts were performed on the most relevant conformations employing the GIAO-DFT formalism. A special emphasis was put in evaluating the effects of the surrounding solvent molecules. For this purpose, supermolecule calculations were performed on complexes constituted by the solute and n chloroform molecules, where n ranges from 3 to 16. An excellent agreement with experimental data has been obtained following this computational strategy.
authors.affiliation: Departament de Química, Escola Universitària Politècnica, Universitat de Lleida, c/Jaume II No. 69, Lleida 25001, Spain. JCasanovas@quimica.udl.es
authors.forename: J
authors.initials: J
authors.lastname: Casanovas
authors.forename: A M
authors.initials: AM
authors.lastname: Namba
authors.forename: S
authors.initials: S
authors.lastname: León
authors.forename: G L
authors.initials: GL
authors.lastname: Aquino
authors.forename: G V
authors.initials: GV
authors.lastname: da Silva
authors.forename: C
authors.initials: C
authors.lastname: Alemán