COMPUTATIONAL STUDY OF ALDEHYDE CYANOFORMYLATION ASYMMETRIC REACTION WITH VANADIUM(V) SALEN AND AMINE BASE COCATALYST

• Main Author: Ihsan Ahadiat, Ardiyana
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/86693
• Institution: Institut Teknologi Bandung

Every chiral organic compound has optical isomers or enantiomers. Each enantiomer has a unique property and function that can differ greatly. Hence in the synthesis of a chiral organic compound it is very important to make sure the purity of the yield’s enantiomers. A high yield of a pure enantiomer can be obtained using an asymmetric catalyst. Theoretically it serves to close the reaction path toward the opposite yield’s enantiomer. Cyanohydrin compound is a precursor for many important intermediates in chemical industry such as beta- aminoalcohols, alpha-hydroxyketones, and alpha-hydroxy acids. Catalytic reaction with the catalyst vanadium(V) salen and a base amine cocatalyst reported to yield cyanohydrin carbonate with enantiomeric excess that not less than 90%. This study aims to further understand how the mechanism of this reaction works, especially how the mechanism of the catalyst vanadium(V) salen influences over the cyanoformilation reaction. Density functional theory (DFT) with r2scan-3c, B3LYP (def2-SVP basis set), dan M06L (def2-TZVP(-f) basis set) functionals are used in the calculation of geometry optimization and frequency of the reactants, transition states, intermediates, and products. The result of calculation of the geometry optimization and frequency will be used to analyze the reaction and its transition state formations. The result of the analysis will be used to determine and explain the reaction mechanism that happens computationally. The result of the computation shows conformity of the reaction mechanism and the proposed reaction mechanism although with several differences