A mathematical expression for the enantioselectivity and thermodynamic factors in the conformational equilibrium of catalysts in the addition of diethylzinc to benzaldehyde
- Resource Type
- Authors
- Hui-Jie Lu; Min-Can Wang; Wen-Bo Hu; Yuan-Zhao Hua; Xixi Song; Gao-Wei Li
- Source
- Tetrahedron: Asymmetry. 25:1360-1365
- Subject
- Quantitative Biology::Biomolecules
Organic Chemistry
Diethylzinc
Catalysis
Inorganic Chemistry
Benzaldehyde
chemistry.chemical_compound
chemistry
Computational chemistry
Organic chemistry
Free energies
Physics::Chemical Physics
Physical and Theoretical Chemistry
Enantiomer
Conformational isomerism
- Language
- ISSN
- 0957-4166
A mathematical expression for the enantioselectivity and thermodynamic factors is presented in the conformational equilibrium of a flexible chiral catalyst for the asymmetric addition of diethylzinc to aldehydes. The results show that the total enantioselectivity of the catalyzed reaction is not only governed by the free energy difference of two ground-state conformers, as well as the free energies of activation for the major enantiomeric product formed from each of the catalyst’s conformations, but also by the difference in the transition state energies of the formation of the (S)- and (R)-enantiomers from the individual conformers of the catalyst.