Synthesis,Crystal Structure and DFT Calculation of 2-Methoxyimino Phenylacetate Derivatives Containing 1,3,4-Oxadiazole Ring  

作　　者：REN Hui-Dong LI Kang-Ming YI Yang-Jie WANG Man YE Jiao HU Ai-Xi CHEN Yun OU Xiao-Ming LI Jian-Ming 任惠东;李康明;易阳杰;王曼;叶姣;胡艾希;陈云;欧晓明;李建明(College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,China;National Pesticide Creation Engineering Technology Research Center,Hunan Research Institute of Chemical Industry Co.,Ltd.,Changsha 410007,China)

机构地区：[1]College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,China [2]National Pesticide Creation Engineering Technology Research Center,Hunan Research Institute of Chemical Industry Co.,Ltd.,Changsha 410007,China

出　　处：《Chinese Journal of Structural Chemistry》2021年第12期1647-1654,1554,共9页结构化学（英文）

基　　金：This project was supported by the National Key R&D Program of China(No.2016YFD0300708)。

摘　　要：Four novel 2-methoxyimino phenylacetate derivatives containing 1,3,4-oxadiazole ring were designed and synthesized from the key intermediate of Trifloxystrobin or Azoxystrobin via intermediate derivatization and active structure splicing.The chemical structures of the target compounds were confirmed by]H NMR,13C NMR and elemental analysis.The crystal structure of methyl(E)-2-(methoxyimino)-2-(2-(((5-((4-methoxyphenoxy)methyl)-1,3,4-oxadiazol-2-yl)thio)methyl)phenyl)acetate(Al)was determined by single-crystal X-ray diffraction.Compound A1 belongs to triclinic system,space group Pi with two molecules in each unit cell.The benzene ring plane C(2)-C(3)-C(4)-C(5)-C(6)-C(7)and oxazole ring plane are nearly parallel with the dihedral angle of 6.4°.The benzene ring plane C(12)-C(13)-C(14)-C(15)-C(16)-C(17)and oxazole ring plane are not perpendicular with the dihedral angle of 49.4°.The crystal of compound Al is stabilized by π-π stacking interactions.The fungicidal activities of the target compounds against four plant pathogenic fungi in vitro were tested,and some of them had good activities.The DFT calculation was carried out to study the structure-activity relationship of the title derivatives using Gasian 09 and Multiwfii 3.6.

关 键 词：2-methoxyimino phenylacetate derivatives SYNTHESIS crystal structure fungicidal activities DFT calculation 

分 类 号：TQ455.4[化学工程—农药化工]