Résumé
This work is related to our Master Thesis which was awarded by the “Prix du meilleur mémoire” of the Société Royale de Chimie.
| langue originale | Anglais |
|---|---|
| Pages (de - à) | 7-10 |
| Nombre de pages | 4 |
| journal | Chimie nouvelle |
| Volume | 112 |
| état | Publié - mars 2013 |
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Theoretical Investigation of the Mechanism of an Iminium-Enamine Conversion in a Proline-Catalyzed Aldol Reaction Using the ReaxFF Reacting Force Field. / Hubin, Pierre; Leherte, Laurence; Vercauteren, Daniel.
Dans: Chimie nouvelle, Vol 112, 03.2013, p. 7-10.Résultats de recherche: Contribution à un journal/une revue › Article
TY - JOUR
T1 - Theoretical Investigation of the Mechanism of an Iminium-Enamine Conversion in a Proline-Catalyzed Aldol Reaction Using the ReaxFF Reacting Force Field
AU - Hubin, Pierre
AU - Leherte, Laurence
AU - Vercauteren, Daniel
PY - 2013/3
Y1 - 2013/3
N2 - In the field of organic synthesis, the development of reactions that enable the creation of asymmetric carbon atoms in a stereoselective way remains a key subject. In 2000, it was recognized that the stereochemical outcome of a reaction can be controlled by the use of a small, organic molecule, e.g., proline, as catalyst. This type of reaction can be referred to as organocatalyzed. Here, we present a theoretical study focusing on the mechanism of the proline-catalyzed self-aldol reaction of propanal. More precisely, we investigate the iminium-enamine conversion leading to the nuceophilic species of the reaction. Along with quantum mechanical calculations, an original reactive force field approach, i.e., ReaxFF, is used to model the reaction with molecular dynamics simulations.This work is related to our Master Thesis which was awarded by the “Prix du meilleur mémoire” of the Société Royale de Chimie.
AB - In the field of organic synthesis, the development of reactions that enable the creation of asymmetric carbon atoms in a stereoselective way remains a key subject. In 2000, it was recognized that the stereochemical outcome of a reaction can be controlled by the use of a small, organic molecule, e.g., proline, as catalyst. This type of reaction can be referred to as organocatalyzed. Here, we present a theoretical study focusing on the mechanism of the proline-catalyzed self-aldol reaction of propanal. More precisely, we investigate the iminium-enamine conversion leading to the nuceophilic species of the reaction. Along with quantum mechanical calculations, an original reactive force field approach, i.e., ReaxFF, is used to model the reaction with molecular dynamics simulations.This work is related to our Master Thesis which was awarded by the “Prix du meilleur mémoire” of the Société Royale de Chimie.
M3 - Article
VL - 112
SP - 7
EP - 10
JO - Chimie nouvelle
JF - Chimie nouvelle
SN - 0771-730X
ER -