The Design, Synthesis And Study On Properties Of Ferrocene-containing Heterocycle Derivatives

There are three chapters in this paper. The first chapter mainly contains three parts:(1)ferrocene, as a new organometallic compound, is paid more attention to, due to its specialphysical and chemical properties. A new chemical field-ferrocene chemistry is formed, asferrocene and its derivatives are studied widely and deeply. They are widely used in manyfields, for example, organic catalytic reaction, molecular probe, molecular switch,photosensitizer, biochemistry, medicine and so on, because of possessing many goodproperties such as photo, electricity, magnetism and thermo;(2)3,4-dihydro-2(1H)-quino-linone derivatives are a kind of heterocycle compounds and exhibit different biologicalactivities. Some of them have be intermediates applied to drug synthesis. In the first place,synthetic methods are presented to construct skeleton of3,4-dihydro-2(1H)-quinolinone; inthe second place, some bioactive3,4-dihydro-2(1H)-quinolinone derivatives are introducedin treatment of diseases;(3) this part refers to two aspects: research progresses of synthesison emodin derivatives and their application on anticancer, antimicrobial growth,immunoregulation and so forth.In the second chapter, a series of4-ferrocenyl-3,4-dihydro-2(1H)-quinolinone derivati-ves, in the presence of TFA, are moderately obtained by hydroarylation of ferrocenyl acrylicamides which are prepared by reacting ferrocenyl acrylic acid synthesized via Vilsmeierreaction and Knoevenagel condensation reaction from ferrocene as starting material withoxalyl chloride and a series of aromatic amine and characterized by IR、NMR、EA、CV、UV-Vis and so on. Anticancer activity of compounds,74A、74B、74F、74G�'�74H, areevaluated. The factors influencing on the hydroarylation is discussed, and a new mechanismfor hydroarylation has been proposed in this paper on the basis of quantum chemistrycalculation.In the third chapter, ethylnylferrocene, using ferrocene as starting materal, is preparedthrough three step reactions. At the same time, four6-azidomethylanthracene-9,10-dionederivatives are synthesized from emodin. Then, Four6-((4-ferrocenyl-1H-1,2,3-triazol-1- yl)methyl)anthracene-9,10-dione derivatives are obtained by the CuI-catalyzed Huisgen1,3-dipolar cycloaddition reaction of azides and terminal alkynes to form1,2,3-triazoles andcharacterized by IR, NMR, MS, UV-Vis, CV and so on. Anticancer activity of compounds,86is evaluated.Studies on4-ferrocenyl-3,4-dihydro-2(1H)-quinolinone derivatives and6-((4-ferrocenyl-1H-1,2,3-triazol-1-yl)methyl)anthracene-9,10-dione derivatives expand the research contentof ferrocene-containing heterocycle compounds and enrich ferrocene chemistry.