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dc.contributorDepartment of Applied Biology and Chemical Technologyen_US
dc.creatorTo, Sheung Chun-
dc.identifier.urihttps://theses.lib.polyu.edu.hk/handle/200/7748-
dc.languageEnglishen_US
dc.publisherHong Kong Polytechnic University-
dc.rightsAll rights reserveden_US
dc.titleExploration and development of carbazole-based phosphine ligands towards Suzuki-Miyaura cross-coupling and Buchwald-Hartwig aminationen_US
dcterms.abstractThe research study is focused on the design and synthesis of bulky heterocyclic phosphine ligands. An easily accessible synthesis of a new family of carbazolyl-derived phosphine ligands has been investigated. The substituted carbazoles are synthesized by employing the Fischer indolisation protocol and followed by reduction using Palladium/Charcoal. This carbazole is coupled with iodobromobenzene by ligand-free copper catalyzed C-N bond formation. The ligand scaffold can be made easily without tedious chromatographic purification. The exploration of palladium-catalyzed cross-coupling using carbazole-based phosphine ligands has been demonstrated. With the combination of phosphine ligand and Pd(OAc)₂, a difficult tri-ortho-substituted biaryl synthesis is accomplished. In particular, the catalyst loading down to 0.02 mol% of Pd for non-activated aryl chloride coupling can be achieved. Also, this catalyst system is demonstrated to be effective in low catalyst loading amination of aryl chlorides. The catalyst loading could reach 0.05 mol% Pd in the coupling of 2-chlorotoluene and N-methylaniline.en_US
dcterms.extent269 pages : illustrations ; 30 cmen_US
dcterms.isPartOfPolyU Electronic Thesesen_US
dcterms.issued2014en_US
dcterms.educationalLevelAll Masteren_US
dcterms.educationalLevelM.Phil.en_US
dcterms.LCSHLigands (Biochemistry)en_US
dcterms.LCSHPhosphorus compounds.en_US
dcterms.LCSHCatalysis.en_US
dcterms.LCSHHong Kong Polytechnic University -- Dissertationsen_US
dcterms.accessRightsopen accessen_US

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