Citation: FENG Yong-Lan, YANG Chun-Lin, ZHANG Fu-Xing, KUANG Dai-Zhi. Synthesis, Characterization, Fluorescence Properties and Herbicidal Activity of Bis(Substituted Salicylaldehyde) Carbohydrazide and Its Benzyltin Complexes[J]. Chinese Journal of Inorganic Chemistry, ;2019, 35(10): 1737-1745. doi: 10.11862/CJIC.2019.205 shu

Synthesis, Characterization, Fluorescence Properties and Herbicidal Activity of Bis(Substituted Salicylaldehyde) Carbohydrazide and Its Benzyltin Complexes

Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials of Hengyang Normal University, College of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China

Corresponding author: KUANG Dai-Zhi, hnkcq@qq.com
Received Date: 23 March 2019
Revised Date: 27 June 2019

Figures(6)

The 1, 5-disubstituted carbohydrazide and thiocarbohydrazide ligands were prepared by condensation of carbohydrazide, thiocarbohydrazide with 5-methylsalicylaldehyde, 4-diethylaminosalicylaldehyde, respectively. Their benzyltin complexes, T1~T4 were obtained by microwave-assisted solvothermal reaction of dibenzyltind-ichloride precursor with the ligands in methanol environments. However, the structure of T4 is different from those of T1~T3, which is a benzyltin complex bridged by N, N'-bis(4-diethylaminosalicylaldehyde) azine and methoxy group. Also, T4 can be synthesized by the "one pot" method of carbohydrazide, 4-diethylaminosalicylal-dehyde and dibenzyltindichloride. Their structures are characterized by elemental analysis, IR, ¹H/¹³C NMR spectra, and the molecular structure of complex T4 was confirmed by X-ray diffraction. The crystal of T4 belongs to monoclinic system, space group P2₁/c. The Sn atom is six-coordinated with distorted octahedral geometry formed by O, N atoms from the carbohydrazide ligand, C atom of butyl and two Cl atoms. The complex T4 has strong fluorescence emission in DMF and mixed solvents of DMF-water. When the volume fraction of water is 0~30% (V/V), the aggregation fluorescence enhancement effect is good, and fluorescence quenching occurs when the water content is more than 30% (V/V). The complexes have good growth inhibition on Portulaca oleracea L., and T1 and T3 have selective growth inhibition on Cassia tora L., T2 on Amaranthus tricolor L., T4 on Brassica campestris L. ssp. chinensis var. utilis Tsen et Lee. They can be used as candidate herbicides for further study.
- bis(substituted salicylaldehyde) carbohydrazide,
- benzyltin complex,
- fluorescence propertie,
- herbicidal activity
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