Insights into complexation and enantioselectivity of uranyl‐2‐(2‐hydroxy‐3‐methoxyphenyl)‐9‐(2‐hydroxyphenyl)thiopyrano[3,2‐<i>h</i>]thiochromene‐4,7‐dione with <i>R</i>/<i>S</i>‐organophosphorus pesticides
Rong Yang, Yang Xiao, Xue-Bing Tao, Ming‐jie Ma, Zhilin Wu, Lifu Liao, Xilin Xiao, Changming Nie
Abstract
In order to explore the enantioselectivity of new uranyl receptors to chiral organophosphorus pesticides (COPs), we designed a novel ligand: 2‐(2‐hydroxy‐3‐methoxyphenyl)‐9‐(2‐hydroxyphenyl)thiopyrano[3,2‐ h ]thiochromene‐4,7‐dione (HTTDN) and constructed a new receptor of Uranyl‐HTTDN by complexation of HTTDN with uranyl. The complexation and enantioselectivity of Uranyl‐HTTDN to COPs of R / S ‐methamidophos ( R / S ‐MAPs) and R / S ‐acephates ( R / S ‐APs) were studied using density functional theory (DFT) method in this paper. The results showed that in vacuum and toluene, Uranyl‐HTTDN could effectively recognize R / S ‐MAPs by complexation with oxygen of phosphoryl of methamidophos, with enatioselectivity coefficients of 91.80% and 86.74%, respectively. In vacuum, water, and acetone, Uranyl‐HTTDN could also effectively identify R / S ‐APs by the oxygen of phosphoryl coordinating with U, and enatioselectivity coefficients toward R / S ‐APs were 99.41%, 91.09%, and 93.84%, respectively. These results could provide valuable information and theoretical reference for the further experiments of COPs separation.