The synthesis and applications of a biaryl-based asymmetric phosphine ligand
Author(s)
Hirai, Satoko
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Massachusetts Institute of Technology. Dept. of Chemistry.
Advisor
Stephen L. Buchwald.
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The asymmetric biaryl backbone of a dialkylbiphenyl phosphine ligand was developed, synthesized, and resolved. The application of the chiral phosphine ligand to the asymmetric Suzuki-Miyaura cross-coupling reaction was also investigated. This phosphine ligand has yielded promising results in the asymmetric Suzuki-coupling of hindered boronic acids with the electron-rich aryl bromide, 1-bromo-2- methoxynaphthalene, to synthesize biaryls in modest enantioselectivity.
Description
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005. Includes bibliographical references.
Date issued
2005Department
Massachusetts Institute of Technology. Department of ChemistryPublisher
Massachusetts Institute of Technology
Keywords
Chemistry.