Asymmetric Transfer Hydrogenation of Acetophenone N-Benzylimine Using [(RuCl)-Cl-II((S,S)-TsDPEN)(eta(6)-p-cymene)]: A DFT Study

0390161 - MBÚ 2013 RIV US eng J - Článek v odborném periodiku
Šot, P. - Kuzma, Marek - Václavík, J. - Pecháček, J. - Přech, J. - Januščák, J. - Kačer, P.
Asymmetric Transfer Hydrogenation of Acetophenone N-Benzylimine Using [(RuCl)-Cl-II((S,S)-TsDPEN)(eta(6)-p-cymene)]: A DFT Study.
Organometallics. Roč. 31, č. 17 (2012), s. 6496-6499. ISSN 0276-7333. E-ISSN 1520-6041
Grant CEP: GA ČR GA104/09/1497; GA ČR GAP106/12/1276
Institucionální podpora: RVO:61388971
Klíčová slova: CARBONYL-COMPOUNDS * KETONES * IMINES
Kód oboru RIV: CA - Anorganická chemie
Impakt faktor: 4.145, rok: 2012

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-beta-carbolines). This study extends our previous investigation of the so-called ionic mechanism
Trvalý link: http://hdl.handle.net/11104/0219058