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The Catalytic Application Of Ferrocenylimidazoline Cyclopalladated Complexes In Suzuki Cross-coupling

Posted on:2011-10-26Degree:MasterType:Thesis
Country:ChinaCandidate:H J ShenFull Text:PDF
GTID:2121330332462055Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
In this thesis, novel ferocenylimidazolines and their cyclopalladated complexes were easily synthesized and successfully used in palladium-catalyzed Suzuki cross-coupling.Chapter 1: Progress in the palladium-catalyzed Suzuki cross-coupling reaction were summarized. The development of catalysts in the Suzuki cross-coupling reaction and the applications of the Suzuki cross-coupling reaction in the organic synthesis were discussed.Chapter 2: The new ferrocenylimidazoline cyclopalladated complexes 5(a-h) derived from L-phenylalanine and valine were synthesized. At the same time, we also gained depolymerization of single crystal monomer compound 6a, which was characterized by X-ray single crystal diffraction.Chapter 3: The use of these ferrocenylimidazoline cyclopalladated complexes 5(a-h) as catalysts in Suzuki reactions was examined under the heating condition. They were found to be very efficient in the Suzuki reaction of 1-bromo-4-methoxybenzene with phenylboronic acid. The effection of different conditions on the Suzuki cross-coupling reaction were studied, Toluene was used as solvent, K3PO4·3H2O was added as base, the temperature was 110℃, and the optimal reaction conditions were gained. Under the optimal reaction conditions, the Suzuki reaction of aryl halides with arylboronic acids was performed which was found that the cyclopalladated complexes could catalyze the Suzuki reaction efficiently. The catalysts was found stable and did not decompose in the air and without environment pollution.Chapter 4: The different reaction conditions of the Suzuki cross-coupling reaction catalyzed with ferrocenylimidazoline cyclopalladated complexes 5(a-h) at the room temperature was explored. The effection of different conditions on the Suzuki cross-coupling reaction were studied, methanol and water were used as solvent, KOH was added as base, n-Bu4NBr was used as the additive, and the Suzuki reaction between aryl halides and arylboronic acids under the optimal condition. For a better result from economy and circunstance protection, the Suzuki reaction catalysted in the room temperature is more useful in practice.
Keywords/Search Tags:Suzuki Coupling Reaction, Ferocenylimidazolines, Cyclopalladated Complexes
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