10.1021/om300413n.s001
Petr Šot
Petr
Šot
Marek Kuzma
Marek
Kuzma
Jiří Václavík
Jiří
Václavík
Jan Pecháček
Jan
Pecháček
Jan Přech
Jan
Přech
Jakub Januščák
Jakub
Januščák
Petr Kačer
Petr
Kačer
Asymmetric Transfer Hydrogenation
of Acetophenone <i>N</i>‑Benzylimine Using [Ru<sup>II</sup>Cl((<i>S,S</i>)‑TsDPEN)(η<sup>6</sup>‑<i>p</i>‑cymene)]: A DFT Study
American Chemical Society
2012
endocyclic imines
prochiral imine
DFT StudyAsymmetric transfer hydrogenation
Asymmetric Transfer Hydrogenation
transition states offer
2012-09-10 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Asymmetric_Transfer_Hydrogenation_of_Acetophenone_i_N_i_Benzylimine_Using_Ru_sup_II_sup_Cl_i_S_S_i_TsDPEN_sup_6_sup_i_p_i_cymene_A_DFT_Study/2488711
Asymmetric transfer hydrogenation of the acyclic imine
acetophenone <i>N</i>-benzylimine was studied by means of
computational chemistry. Calculated transition states offer an explanation
of why this prochiral imine leads to the delivery of (<i>S</i>)-amine (when using (<i>S,S</i>)-TsDPEN ligand) rather
than (<i>R</i>)-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 <i>ionic mechanism</i>.