Synthesis Of Novel Axis Chiral Organophosphorus Insecticide And The Biological Activity Determination Against Of Myzus Persicae

Chiral organophosphorus pesticides(OPs)are widely used in agricultural production because of their high biological activity.Chiral organophosphorus pesticides usually have one or more pairs of enantiomeric isomers,but often only one of the isomers is biologically active against the target organism,while the rest of the isomers are not biologically active but can cause harm to non-target organisms.Although about 40% of the more than 50 organophosphorus pesticides commonly used in the market today have a chiral structure,most chiral organophosphorus pesticides are sold in the form of racemates,causing great harm to the environment and non-target organisms.With the development of society and the enhancement of people’s awareness of environmental protection,agricultural production has put forward higher and higher requirements for the development of pesticides,so the synthesis of isomers of specific chiral organophosphorus pesticides is of great significance for agricultural production.The current research on chiral organophosphorus pesticides is mostly focused on carbon and phosphorus central chirality,but relatively little research has been done on axial chiral organophosphorus pesticides.NHCs,as a new,mild and efficient catalyst,are widely used in asymmetric synthesis.Therefore,this topic explores a new strategy for the asymmetric synthesis of axial chiral skeletons based on nickel-NHCs catalysis,and achieves the first efficient construction of active molecules of axial chiral binaphthyl organophosphorus pesticides in combination with current research hotspots in the pesticide industry,and determines their biological activities,the main conclusions are as follows:1.The designed synthesis of axis chiral binaphthols was achieved under the catalysis of an azacyclic carbine catalyst,which has good stereoselectivity,high yield and wide substrate universality.A series of axis chiral binaphthols were synthesized as chiral skeletons,with some compounds reaching 99% ee values.2.The high optical purity axychiral binaphthyl phenol skeletons obtained by the above method were assembled with organophosphorus groups to obtain a variety of novel axis chiral organophosphorus insecticide active molecules with high stereoselectivity in excellent yields.3.The biological activity of the new axis chiral organophosphorus insecticide active molecules was initially investigated by bioassay tests.The results showed that 3a(Asy),3f(Rac)and 3h(Asy)had good insecticidal activity.The mortality rate of Myzus persicae was 32.5% after 72 h of 3a(Asy)application,38.5% after 72 h of 3f(Rac)application and33.7% after 72 h of 3h(Asy)application,and the difference in biological activity between the two different configurations was significant.