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Synthesis And Catalytic Properties Of Transition Metal Nano Materials Based On Pyridinespirofluorene

Posted on:2015-08-15Degree:MasterType:Thesis
Country:ChinaCandidate:J ZhangFull Text:PDF
GTID:2181330434956323Subject:Physical chemistry
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Transition metal or its complexes participated in the cross-coupling reaction for theconstruction of carbon-carbon bonds has been one of the emphases and hots-pot in thefield of organic synthesis. The reactions have been widely applied in the industrialproduction, such as the synthesis of functional polymer material, natural products,reactive molecules, LCD, medicine, biological active compounds and so on. In recentyears, the reports focused on transition metal catalyzed or participated in couplingreactions have grown exponentially. These studies mainly concentrate on looking fornew ligands, catalysts and catalytic system, further explore the mechanism of thereaction and expand the application field of coupling reaction. In this article, bychoosing appropriate organic ligand and transition metal ions, we have successfulprepared a series of metal-organic catalysts through self-assembly technology whichare applied in Suzuki, Heck and Sonogashira cross-coupling reaction. The maincontents are as follows:In chapter1, research background and the significance of this topic have beenintroduced, especially the research process of the catalysts in Suzuki, Heck andSonogashira reactions.In chapter2, the structure characteristics, synthesis and application ofspirobifluorene have been introduced. In this paper, we have successfully synthesizeda series of pyridine derivatives and carboxylic acid derivatives of spirobifluorene bysolvothermal method and characterized by IR, MS, NMR, X-ray single crystaldiffraction, UV-vis spectra, fluorescence spectra and fluorescence quantum efficiency.In chapter3, by using the coordinate interaction between the N atoms of psf ligandand Pd2+ions,we have prepared two kinds of catalyst Pd-psf NPs and (Pd/psf)nmultilayer film. Acted as the catalyst respectively, they are successfully applied inSuzuki and Heck reactions with excellent yields, especially for the (Pd/psf)nmultilayer which could be recycled for7runs under mild conditions.In chapter4, we have successfully prepared the Pd-tpsf NPs and (Pd/tpsf)nmultilayer film by using the ligand of tpsf, and applied in the Suzuki, Heck andSonogashira cross-coupling reactions. The results indicate that the (Pd/tpsf)10multilayer film displayed high catalyst activity under mild conditions and could berecycled for10runs under mild conditions.In chapter5, by using cheaper transition metal such as Cu, Fe, Co, Ni instead of Pd to combine with psf ligand we have prepared a series of cheaper transition metal-psfcatalysts and applied in Suzuki reaction. In this paper, we mainly introduced theapplication of Cu-psf NPs and (Cu/psf)nmultilayer film in the Suzuki reaction. In thereactions of aryl iodides derivative with benzene boric acid derivatives, both Cu-psfNPs and (Cu-psf)10multilayer film could obtain excellent conversion when thetemperature above90oC. While, the other transition metal-organic catalyst displayeddifferent catalyst activity.
Keywords/Search Tags:spirobifluorene, transition metal, layer-by-layer self-assemble technology, Multilayer film, Suzuki reaction, Heck reaction, Sonogashira reaction
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