TY - JOUR
T1 - A DFT study on the chiral synthesis of R-phenylacetyl carbinol within the quantum chemical cluster approach
AU - Alvarado, Omar
AU - Lizana, Ignacio
AU - Jaña, Gonzalo
AU - Tuñon, Iñaki
AU - Delgado, Eduardo
N1 - Funding Information:
Financial support from FONDECYT 1130082 is acknowledged.
PY - 2017
Y1 - 2017
N2 - 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 (ΔG0 = −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.
AB - 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 (ΔG0 = −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.
UR - http://www.scopus.com/inward/record.url?scp=85016833890&partnerID=8YFLogxK
U2 - 10.1016/j.cplett.2017.03.066
DO - 10.1016/j.cplett.2017.03.066
M3 - Article
AN - SCOPUS:85016833890
SN - 0009-2614
VL - 677
SP - 30
EP - 34
JO - Chemical Physics Letters
JF - Chemical Physics Letters
ER -