Asymmetric Transfer Hydrogenation of Acetophenone N‑Benzylimine Using [RuIICl((S,S)‑TsDPEN)(η6‑p‑cymene)]: A DFT Study

Asymmetric transfer hydrogenation of the acyclic imine acetophenone N-benzylimine was studied by means of computational chemistry. Calculated transition states offer an explanation of why this prochiral imine leads to the delivery of (S)-amine (when using (S,S)-TsDPEN ligand) rather than (R)-amine,...

Full description

Saved in:
Bibliographic Details
Published in:Organometallics 2012-09, Vol.31 (17), p.6496-6499
Main Authors: Šot, Petr, Kuzma, Marek, Václavík, Jiří, Pecháček, Jan, Přech, Jan, Januščák, Jakub, Kačer, Petr
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Asymmetric transfer hydrogenation of the acyclic imine acetophenone N-benzylimine was studied by means of computational chemistry. Calculated transition states offer an explanation of why this prochiral imine leads to the delivery of (S)-amine (when using (S,S)-TsDPEN ligand) rather than (R)-amine, which is common for endocyclic imines (e.g., substituted 3,4-dihydroisoquinolines or 3,4-dihydro-β-carbolines). This study extends our previous investigation of the so-called ionic mechanism.
ISSN:0276-7333
1520-6041
DOI:10.1021/om300413n