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Synthesis, Anion Recognition Properties and Plant Growth Regulator Activities of N-Benzoylthiourea Derivatives Containing Fluorine

Author: QinJingDong
Tutor: ZhangYouMing；WeiTaiBao
School: Northwest Normal University
Course: Inorganic Chemistry
Keywords: Fluorine-containing benzoyl thiourea Synthesis Anion Recognition Plant growth regulating activity
CLC: TQ450.21
Type: Master's thesis
Year: 2006
Downloads: 186
Quote: 4
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Abstract


Acylthiourea and its derivatives having a wide range of medical applications (as anti-diabetic drugs, treatment of rheumatism drugs to inhibit tumor drugs, anticoagulants, and the treatment of prostate disorders drug) and industrial applications (mainly used for the refining of the metal chelate). Also many reports as herbicides, fungicides, bactericides, insecticides, and plant growth regulating activity. In recent years, the anion to identify the role of research gradually unfolded. In addition, the aromatic fluorine-containing organic compounds in a wide range of pharmaceuticals, pesticides, dyes and other purposes. This paper reports the synthesis of fluorine-containing benzoyl thiourea derivatives, the anion recognition performance, and plant growth regulator activity. 1. A brief introduction of the development status of the anion recognition, including (i) the molecular recognition; (ii) anion structural characteristics; (iii) anion recognition research involving the intermolecular interaction; (iv) urea, thiourea compounds anion identify the nature of research progress: (ⅴ) in an aqueous medium thiourea receptor anion recognition development overview. 2. Synthesis of the 20 kinds of N-benzoyl-N'-fluorinated aryl thiourea, and its characterization. By UV - visible absorption spectrum (Uv-vis, DMSO as solvent) and proton nuclear magnetic resonance spectroscopy ( H NMR, the CDCl 3 as a solvent) investigated receptor F - , CI - , Br - , CH 3 COO - , HSO the - , NO 3 - anion role. The results showed that the addition of F-CH 3 COO-, UV-visible spectral absorbance curve, 1H NMR, a significant change, and join other anionic did not change, indicating class thiourea receptors on the F -, CH 3 COO-recognition, while the CI - Br - HSO 4 - , NO 3 - anions such as no identifiable role. Among them, N-(3 - fluoro-benzoyl)-N'-(2 - nitrophenyl) - thiourea body DMSO solution joined F-, CH 3 COO-, color yellow turn yellow in order to achieve these two anions naked eye detection. JOB curve shows the formation of 1:1 complexes between host and guest. 1 H NMR titration and proton solvent effect as the nature of the hydrogen bonds between the receptor molecules and anion basis. Of DMSO containing varying proportions of water by comparison N-fluorinated benzoyl yl-N'-phenyl thiourea with N-benzoyl yl-N'-phenyl thiourea anion recognition performance, the results found that apart from the N-2 - fluorobenzoyl yl-N'-phenyl thiourea of ??fluoride ion, acetate ion identification, and the main N-benzoyl-yl-N'-phenyl thiourea appropriate position on the introduction of a fluorine atom, receptor The anion recognition performance greatly improved. In addition, with the increase of water content in DMSO, the body of the fluoride ion, acetate ion recognition complexation constants are smaller, but the identification of the acetate ion enhanced. New phenomenon by comparing the two different water content in DMSO the main titration anion of UV-visible absorption peak with the maximum absorption peak of the spectrum and the newly formed anion added redshift and absorption point definition changes, also further prove superior to the identification of acetate ions in the aqueous phase, the main of the fluoride ion, and investigate the recognition mechanism. Study provides a Kam anion recognition analysis of the chemical in the different proportions of the aqueous medium. 3. The overview of the plant growth regulator, acylthiourea derivatives in the application of pesticides and aromatic characteristics of the fluorine-containing compound, in the application of the aspects of the biological activity. 4. Using simple method of synthesis and characterization of the three kinds of 2,2 '- two fluorinated benzoyl thiourea based glycol diphenyl ether. The plate culture method, and compared at different solution concentrations fluorinated with the N-benzoyl-N'-aryl thiourea growth regulating effects of rapeseed and wheat seeds. The results showed that the three kinds of disulfide solution of a low concentration of the urea derivative the dicotyledon Rape and monocots Wheat promoting growth effect than N-fluorinated benzoyl-N'-aryl-thiourea and indole acetic acid. Results in line with the principle of active sub-sum. Trifluoromethyl-containing compounds 1c expected to develop a new type of plant growth regulator.

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CLC: > Industrial Technology > Chemical Industry > Pesticide Industry > General issues > Determination of biological activity and safety evaluation > Bioassay
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