Synthesis Of Ferrocene Sulfonyl Benzimidazole, Quantum Chemical Calculations And Biological Activity Tests

Benzimidazole derivatives are of considerable interest due to their wide spectrum of biological activity. And the benzimidazole motif also represents an important structure for the pharmaceutical industry. In the present work, novel copper complexes with 1, 3-bis(l-ferrocenesulfonyl benzimidazole) propane and 1, 4-bis(l- ferrocenesulfonyl benzimidazole) butane have been synthesized. According to the crystal structure, the quantum chemistry calculation was performed by Gaussian 03 program, and full geometry optimizations of the title compound were carried out with DFT method at B3LYP/6—31G level. Its structure, stability, net charge distribution and frontier molecular orbital components were discussed. This study also includes characteristic physical and/or chemical properties, including single crystal x-ray diffreaction, FT-IR, UV, fluorescent properties, electrochemical properties and preliminary antibacterial activity of the synthesized complexes. The main work is as follows:1. Synthesis. Ligands 1, 3-bis (1-ferrocenesulfonyl benzimidazole) propane and 1, 4-bis(l-ferrocenesulfonyl benzimidazole) butane were synthesized by the reaction of ferrocenesulfonyl chloride with benzimidazole derivatives 1,3-bis(benzimidazole)propane or 1,4-bis(benzimidazole)butane and TBAB was used as a phase transfer catalyst. Copper complexes with both ligands were synthesized in a mixed solution of ethanol, chloroform and ethyl acetate. Single crystals suitable for x-ray diffraction were also obtained. The crystal structures of ligands and their copper (II) complex were determined by X-ray single crystal diffractometry.2. Characterization. The structures and photo-physical properties of above synthesized complexes have been characterized by elemental analyses, IR spectrum, UV-Vis spectrum, Fluorescent spectrum. Furthermore, the crystal structures of some compounds were determined by x-ray single diffraction..3. Property. Fluorescent properties of the ligands and their copper complexes were researched in the room temperature. Data showed that all compounds are potential fluorescent materials. Bisbenzimidazole, all ligands and complex were tested for antimicrobial activity against bacterial strains Escherichia coli, Staphylococcus aureus, Bacillus subtilis and Proteus vulgaris, by spore sprout method and the results revealed that the complexes showed better bioactivity than ligands.