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Synthesis Of Indenyl-Phosphine Ligand And Studies On C-H Activation And Coupling Reaction

Posted on:2012-11-14Degree:MasterType:Thesis
Country:ChinaCandidate:B ZhangFull Text:PDF
GTID:2181330335468253Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Palladium-catalyzed C-C bond formation via C-H activation has attracted significantly attention for its application in organic synthesis. However, due to the high bond energy and weak polar of C-H bond, C-H activation often requires harsh condition, such as high temperature, moisture-free and oxygen-free environment or microwave. Here, our study around the theme of the C-H activation/C-C coupling reaction was carried out. The dissertation consists of two parts:1. The recent advances in C-H bond activation/C-C coupling reaction were reviewed.2. The palladium-catalyzed regioselective arylation of indene was investigated and described. We designed and synthesized two prontonated air-stable phosphine ligands(Figure 1). Both ligands, in base environment, will produce strong electron-donating anionic phosphine ligands. The catalytic systems composed of Pd(OAc)2 and the ligands were used to the direct arylation of indene with aryl chlorides, bromides, iodides, and tBuOK as base in DME solvent. We provide a new synthetic approach to 3-arylindenes which enjoying the advantages of commercially available materials, simple operation, and mild reaction condition.
Keywords/Search Tags:C-H activation, Palladium-catalyzed, Coupling reaction, Indene
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