TY - JOUR
T1 - A DFT study of strecker intermediates as scavengers for cyanides
AU - Flores-Sandoval, C. A.
AU - Godinez-Salomon, F.
AU - Hallen-Lopez, J. M.
AU - Beltrán, H. I.
AU - Hernández-Altamirano, R.
AU - Nieto-Alvarez, D. A.
AU - Zamudio-Rivera, L. S.
PY - 2012
Y1 - 2012
N2 - Bis-(aminomethyl)ethers (1-4) have been employed as molecular scavengers for cyanides. They are theoretically studied herein at DFT, thus enabling a theoretical study in order to elucidate why the efficiency as scavenger depends on the substituent placed at the nitrogen atom. The local softness (s +) value for C2 from electrostatic potential analysis (ESP) shows that the following decreasing order of reactivity is in accordance with the experimental yield values: 4, 1, 2 and 3. 1290 runs considering four to ten parameters such as N3-C2 and C2-O1 bond lengths, HOMO and LUMO energies, GAP, dipolar moment, partition coefficient, atomic charge, local softness, global hardness, electronegativity and 13C NMR chemical shift were taken into account in a structure-activity relationship study. In particular five runs of linear combination of four (run 259), five (run 517), seven (runs 937 and 1063) and eight (run 1214) molecular indexes have shown the best F values, being the run 517, which present the highest F value 4 to 10 parameters.
AB - Bis-(aminomethyl)ethers (1-4) have been employed as molecular scavengers for cyanides. They are theoretically studied herein at DFT, thus enabling a theoretical study in order to elucidate why the efficiency as scavenger depends on the substituent placed at the nitrogen atom. The local softness (s +) value for C2 from electrostatic potential analysis (ESP) shows that the following decreasing order of reactivity is in accordance with the experimental yield values: 4, 1, 2 and 3. 1290 runs considering four to ten parameters such as N3-C2 and C2-O1 bond lengths, HOMO and LUMO energies, GAP, dipolar moment, partition coefficient, atomic charge, local softness, global hardness, electronegativity and 13C NMR chemical shift were taken into account in a structure-activity relationship study. In particular five runs of linear combination of four (run 259), five (run 517), seven (runs 937 and 1063) and eight (run 1214) molecular indexes have shown the best F values, being the run 517, which present the highest F value 4 to 10 parameters.
KW - DFT
KW - Local softness
KW - Molecular descriptor
KW - Molecular reactivity
KW - Scavenger
UR - http://www.scopus.com/inward/record.url?scp=84861703391&partnerID=8YFLogxK
M3 - Artículo
SN - 0970-7077
VL - 24
SP - 4243
EP - 4249
JO - Asian Journal of Chemistry
JF - Asian Journal of Chemistry
IS - 10
ER -