575-89-3Relevant articles and documents
Calcium coordination compounds based on phenoxyacetic acids: Microwave synthesis, thermostability and influences on the crystal structures of chlorine substituent group on ligands
Xu, Xiuling,Yan, Saisai,Hu, Fan,Zhao, Wei,Shuai, Qi
, p. 541 - 550 (2016)
Three calcium coordination compounds, [Ca(CPA)(H2O)4]·(CPA), 1, [Ca(MCPA)2(H2O)2]·H2O, 2, and [Ca(TCPA)2(H2O)3]·2H2O, 3 [HCPA = 3-chlorophenoxyacetic acid, HMCPA = 2-methyl-4-chlorophenoxyacetic acid, and HTCPA = 2,4,6-trichlorophenoxyacetic acid], have been synthesized by the microwave method with advantages that include shorter reaction times, lower energy consumption, and higher product yield. The structures have been characterized by IR, elemental analysis, and single-crystal X-ray diffraction. Influences on the crystal structures by changing the number and position of chlorine substituent group in phenoxyacetic acid are discussed. Steric hindrance effects involving the Cl and an ability to form the O-HCl hydrogen bonds enrich the structure diversity. TG analysis reveals that the thermostability for the three compounds is 3 > 1 > 2, which could be influenced by the existence of hydrogen bonds (O-HCl and O-HO).
Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors
Huang, Hao,Liu, Jian-Min,Shu, Lei,Wang, Man-Man,Yan, Yi-Le,Zhang, Da-Yong,Zhang, Jian-Qiu
supporting information, p. 233 - 247 (2020/03/27)
A series of aryloxyacetic acid derivatives were designed and synthesized as 4-hydoxyphenylpyruvate dioxygenase (HPPD) inhibitors. Preliminary bioassay results reveal that these derivatives are promising Arabidopsis thaliana HPPD (AtHPPD) inhibitors, in particular compounds I12 (Ki = 0.011 μM) and I23 (Ki = 0.012 μM), which exhibit similar activities to that of mesotrione, a commercial HPPD herbicide (Ki = 0.013 μM). Furthermore, the newly synthesized compounds show significant greenhouse herbicidal activities against tested weeds at dosages of 150 g ai/ha. In particular, II4 exhibited high herbicidal activity for pre-emergence treatment that was slightly better than that of mesotrione. In addition, compound II4 was safe for weed control in maize fields at a rate of 150 g ai/ha, and was identified as the most potent candidate for a novel HPPD inhibitor herbicide. The compounds described herein may provide useful guidance for the design of new HPPD inhibiting herbicides and their modification.
Eco-friendly microwave synthesis of Mg(II) phenoxy carboxylic acid coordination compounds with specific motifs driven by multiple hydrogen bonding
Xu, Xiuling,Hu, Fan,Yan, Saisai,Lin, Jianguang,Li, Qing,Shuai, Qi
, p. 67610 - 67618 (2016/08/02)
Four novel Mg(ii) coordination compounds [Mg(CPA)2(H2O)4] 1, [Mg(H2O)6]·(MCPA)22, [Mg(DCPA)(H2O)5]·(DCPA) 3 and [Mg(TCPA)2(H2O)4]·2H2O 4 were designed by the strategy of hydrogen bonding driven self-assembly (HCPA = 2-chlorophenoxyacetic acid, HMCPA = 2-methyl-4-chlorophenoxyacetic acid, HDCPA = 2,3-dichlorophenoxyacetic acid and HTCPA = 2,4,6-trichlorophenoxyacetic acid). Single-crystal X-ray diffraction demonstrated that each coordination compound had its own specific motif driven by multiple hydrogen bonding: rectangle motif (compound 1), butterfly motif (compound 2), head and tail connected double heart-rectangle motif (compound 3) and alternative one side shared hexagon-rectangle motif (compound 4). The hydrogen bonding effects (O-H?Cl and O-H?O) on thermostability of the title compounds were well proved by TG analysis. The antibacterial activity of 1-4 has been explored, and all of them showed antibacterial efficiency against colibacillus at certain concentrations. The number of chlorides in the ligands seemed to affect the efficiency of the complexes while their position had no obvious effect. In addition, all the title compounds were evaluated for plant growth regulation by using the lettuce seedling growth bioassay. The results showed that these kinds of compounds had potential to serve as natural plant growth regulators because of their higher allelopathic activity. This research firstly applied the effective microwave method to synthesize Mg(ii) phenoxy carboxylic acid coordination compounds. The design strategy of hydrogen-bonding-driven self-assembly presented here gave a novel insight into the further structural prediction and biofunction achievement of Mg(ii) supramolecular assemblies.