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Studies On The Cyclomercuration Of Bisferrocenylimines

Posted on:2003-04-25Degree:MasterType:Thesis
Country:ChinaCandidate:X L HouFull Text:PDF
GTID:2121360065955795Subject:Organic Chemistry
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In this thesis, double cyclomercuration of bisferrocenylimines were studied in thefollowing four aspects:1. Bisferrocenylimines 1 and 2 were prepared by the condensation of benzidine or ortho-substituted benzidine with formylferrocene and acetylferrocene, respectively, in the presence of freshly activated A1203. The products were characterized by elemental analysis, IR and 'H NMR spectra.2. Cyclomercuration of 1 and 2 with mercuric acetate and subsequent treatment with lithium chloride at room temperature gave the double cyclomercurated bisferrocenylimines 3 and 4. The products were characterized by elemental analysis, IR and 'H NMR spectra. It was proved that two c (Csp2-ferrocene-H) bonds can be activated with subsequent electrophilic substitution.3. Condendation of p-phenylenediamine with formylferrocene and acetylferrocene,respectively, gave bisferrocenylimines 5. The products were characterized by elemental analysis, IR and 'H NMR spectra.4. Mono- and double cyclomercuration of bisferrocenylimines 5 gave bis-cyclomercurials 6 and mono-cyclomercurials 7. The former is the main product. The structure of compound 6b wre determined by x-ray diffraction. All the products were characterized by elemental analysis, IR and 'H NMR spectra.Nine novel cyclomercurated compounds were synthesized and characterized in the studys of the reactions, structures and properties.
Keywords/Search Tags:Bisferrocenylimines
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