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The Study Of The New Reaction Of Organozinc Reagents The Synthesis Of The Organic Dyes

Posted on:2009-06-12Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y K LiuFull Text:PDF
GTID:1101360242995842Subject:Organic Chemistry
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This thesis is made up of two sections,The goal of the first section is to study the new reaction of organozinc reagents and applicability of it in the organic reaction.The second section reported the synthesis of organic dyes.The thesis includes four chapters.Chapter one:in this section,a brief introduction of the development of polyfunctional organozinc regents was given,and then reviewed the preparation and reaction of organozinc regent.Chapter two:We treat CF3CO2ZnCH2I With cyclicβ-keto esters can afford the corresponding ring-expanded products in moderate to good yields.Althoughα-substituted acyclicβ-keto esters reacted with much less efficient,chain-extension reaction of simpleβ-keto esters also proceeded effectively to generateγ-keto esters in high yields.Through this research,we extended the appliacation of organozinc reagents in organic synthesis.In chapter three,we investigated a new Baylis-Hillman-type reaction,organozinc speciesCF3COOZnEt can react withα,β-acetylenic ketones and N-tosylated imines providing Baylis-Hillman adducts in good yield in the absence of any catalysts.A high Z-stereoselectivity was achieved.In chapter four,we introduce the structure and the principle of dye-sensitized solar cells(DSC).The latest results about research on dye-sensitized solar cells are reviewed.So far,most of the organic dyes applied in DSSCs belong to typical D-π-A structures with both electron donor(D)and electron acceptor(A)linked by aπ-conjugation bridge.According to this structure,the novel conjugated organic dyes that have N,N-dimethylaniline(DMA)moieties as the electron donor and a cyanoacetic acid(CAA)moiety as the electron acceptor were synthesized for DSSCs. The organic dye molecules with two nitrogen groups,are prone to oxidation and reduction,they also have a stronger capacity for providing electronic and faster ability to capture electronic from the electrolyte.Therefore we offered a new type synthesis methods of high efficient photosensitive organic dye molecules.
Keywords/Search Tags:organozincre agents, β-keto esters, Baylis-Hillman reaction, α,β-acetylenic ketones, dye-sensitized solar cells, co-sensitization, D-π-A organic dyes
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