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RESEARCH PRODUCT
A DFT study on the chiral synthesis of R-phenylacetyl carbinol within the quantum chemical cluster approach
Eduardo J. DelgadoIñaki TuñónOmar AlvaradoIgnacio LizanaGonzalo A. Jañasubject
0301 basic medicineExergonic reaction030102 biochemistry & molecular biologyPyrimidineEnantioselective synthesisGeneral Physics and AstronomyProtonation03 medical and health scienceschemistry.chemical_compound030104 developmental biologychemistryComputational chemistryPotential energy surfaceCluster (physics)MoietyDensity functional theoryPhysical and Theoretical Chemistrydescription
Abstract The reaction pathway leading to R-phenylacetyl carbinol within the quantum chemical cluster approach is addressed by means of density functional theory (DFT) calculations. The study includes calculation of Fukui functions, activation free energies, and potential energy surface scans, both in gas and solution phase. The protonation states of the nitrogen atoms of the pyrimidine moiety are determined. The reaction appears to be slightly exergonic (ΔG 0 = −5.6 and −4.0 kcal/mol for gas and solution phase, respectively) following a concerted synchronous mechanism having activation free energy barriers of 16.2 and 13.3 kcal/mol, in gas phase and solution phase, respectively.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-06-01 | Chemical Physics Letters |