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Design, synthesis and application of peptide based phosphine ligand libraries

Posted on:2003-01-31Degree:Ph.DType:Thesis
University:Washington UniversityCandidate:Lan, PingFull Text:PDF
GTID:2461390011478104Subject:Chemistry
Abstract/Summary:
Phosphine ligands have established their position as one of the most effective ligands for homogeneous transition-metal catalysis. Further application is limited by the lack of knowledge for rational design and time-consuming synthesis for individual ligands. Our approach, through the use of peptide chemistry and parallel synthesis, can allow for the synthesis of a large collection of phosphine ligands with diversified structures. In this dissertation, the design of peptide-based bisphosphine ligand libraries (P, P coordination mode) and the results of palladium-catalyzed π-allyl addition are reported. The chemistry to synthesize β-turn based phosphine-oxazoline ligand libraries (P, N coordination mode) using oxime resin was developed. The investigation of the possible involvement of the carbonyl functional group in the coordination of peptide-based phosphine ligands (P, O coordination mode) is described, and the application of these ligands in kinetic resolution of 1,3-dipropenyl acetate is also reported.
Keywords/Search Tags:Application, Ligand, Phosphine, Coordination mode, Synthesis
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