A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction
Joint Authors
Jasiński, Radomir
Babyuk, Dmytro
Demchuk, Oleg M.
Source
Issue
Vol. 2017, Issue 2017 (31 Dec. 2017), pp.1-12, 12 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2017-05-25
Country of Publication
Egypt
No. of Pages
12
Main Subjects
Abstract EN
The DFT calculations of the simplified model of the asymmetric Suzuki–Miyaura coupling reaction were performed at the M062x/LANL2DZ theory level at first.
It was found that enantioselective reactions mediated by the palladium complexes of chiral C,P-ligands follow a four-stage mechanism similar to that proposed previously as one of the most credible mechanisms.
It should be underlined that the presence of substituents in the substrates and the chiral ligand at ortho positions determines the energies of possible diastereoisomeric transition states and intermediates in initial reaction steps.
This suggests that, in practice, a sharp selection of theoretically possible paths of chirality transfer from the catalyst to the product should have a place and, therefore, the absolute configuration of the formed atropisomeric product is defined and can be predicted.
American Psychological Association (APA)
Jasiński, Radomir& Demchuk, Oleg M.& Babyuk, Dmytro. 2017. A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction. Journal of Chemistry،Vol. 2017, no. 2017, pp.1-12.
https://search.emarefa.net/detail/BIM-1171726
Modern Language Association (MLA)
Jasiński, Radomir…[et al.]. A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction. Journal of Chemistry No. 2017 (2017), pp.1-12.
https://search.emarefa.net/detail/BIM-1171726
American Medical Association (AMA)
Jasiński, Radomir& Demchuk, Oleg M.& Babyuk, Dmytro. A Quantum-Chemical DFT Approach to Elucidation of the Chirality Transfer Mechanism of the Enantioselective Suzuki–Miyaura Cross-Coupling Reaction. Journal of Chemistry. 2017. Vol. 2017, no. 2017, pp.1-12.
https://search.emarefa.net/detail/BIM-1171726
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-1171726