Parameterization of the ReaxFF Reactive Force Field for a Proline-Catalyzed Aldol Reaction

Pierre Hubin, Denis Jacquemin, Laurence Leherte, Daniel P. Vercauteren

Research output: Contribution to journalArticle

Abstract

A parameterization of the ReaxFF reactive FF is performed using a Monte Carlo Simulated Annealing procedure for the modeling of a proline-catalyzed aldol reaction. Emphasis is put on the accurate reproduction of the relative stabilities of several key intermediates of the reaction, as well as, on the description of the reaction path bridging these intermediates based on quantum mechanical calculations. Our training sets include new criteria based on geometry optimizations and short Molecular Dynamics simulations to ensure that the trained ReaxFF potentials adequately predict the structures of all key intermediates. The transferability of the sets of parameters obtained is assessed for various steps of the considered aldol reaction, as well as for different substrates, catalysts, and reagents. This works indeed highlights the challenge of reaching transferable parameters for several reaction steps.

Original languageEnglish
Pages (from-to)2564-2572
Number of pages9
JournalJournal of Computational Chemistry
Volume37
Issue number29
DOIs
Publication statusPublished - 4 Sep 2016

Keywords

  • force field parameters optimization
  • Monte Carlo simulated annealing
  • proline-catalyzed aldol reaction
  • ReaxFF

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  • Projects

    PAI n°P7/05 - FS2: Functional Supramolecular Systems (FS2)

    CHAMPAGNE, B., De Vos, D., Van der Auweraer, M., Jérôme, C., Lazzaroni, R., Marin, G., Jonas, A., Du Prez, F., Vanderzande, D., Van Tendeloo, G., Van Speybroeck, V., NENON, S. & STAELENS, N.

    1/04/1230/09/17

    Project: Research

    Equipment

  • Student Theses

    Investigation of proline-catalyzed aldol reactions using a reactive force field

    Author: Hubin, P., 26 Oct 2016

    Supervisor: Vercauteren, D. (Supervisor), Jacquemin, D. (External person) (Co-Supervisor), Champagne, B. (President), Harvey, J. (External person) (Jury), Lanners, S. (Jury) & Hénin, J. (External person) (Jury)

    Student thesis: Doc typesDoctor of Sciences

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