Parameterization of the ReaxFF reactive force field for a proline-catalyzed aldol reaction.
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. © 2016 Wiley Periodicals, Inc.
Laboratoire de Physico-Chimie Informatique (PCI), Unité de Chimie Physique Théorique et Structurale, University of Namur, 61 rue de Bruxelles, 5000, Namur, Belgium. pierre.hubin@unamur.be.
Pierre O
PO
Hubin
Laboratoire CEISAM - UMR CNRS 6230, Université de Nantes, 2 rue de la Houssinière, BP92208, 44322, Nantes Cedex 3, France.|Institut Universitaire de France 1, rue Descartes, 75231, Paris Cedex 5, France.
Denis
D
Jacquemin
Laboratoire de Physico-Chimie Informatique (PCI), Unité de Chimie Physique Théorique et Structurale, University of Namur, 61 rue de Bruxelles, 5000, Namur, Belgium.
Laurence
L
Leherte
Laboratoire de Physico-Chimie Informatique (PCI), Unité de Chimie Physique Théorique et Structurale, University of Namur, 61 rue de Bruxelles, 5000, Namur, Belgium.
Daniel P
DP
Vercauteren
Monte Carlo simulated annealing; ReaxFF; force field parameters optimization; proline-catalyzed aldol reaction