Person: Liang, Theresa
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Liang
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Theresa
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Liang, Theresa
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Publication Introduction of Fluorine and Fluorine-Containing Functional Groups(Wiley-VCH Verlag Berlin, 2013) Liang, Theresa; Neumann, Constanze N.; Ritter, TobiasOver the past decade, the most significant, conceptual advances in the field of fluorination were enabled most prominently by organo- and transition-metal catalysis. The most challenging transformation remains the formation of the parent C[BOND]F bond, primarily as a consequence of the high hydration energy of fluoride, strong metal—fluorine bonds, and highly polarized bonds to fluorine. Most fluorination reactions still lack generality, predictability, and cost-efficiency. Despite all current limitations, modern fluorination methods have made fluorinated molecules more readily available than ever before and have begun to have an impact on research areas that do not require large amounts of material, such as drug discovery and positron emission tomography. This Review gives a brief summary of conventional fluorination reactions, including those reactions that introduce fluorinated functional groups, and focuses on modern developments in the field.Publication Silver-Mediated Trifluoromethoxylation of Aryl Nucleophiles and Synthesis of 3-Deoxy-3-Fluoromorphine(2012-11-14) Liang, Theresa; Ritter, Tobias; Jacobsen, Eric; Betley, TheodoreFluorine incorporation has become increasingly important in pharmaceutical applications. Upon fluorination and incorporation of fluorinated moieties such as trifluoromethoxy groups, many small molecules become more bioavailable and metabolically stable and additionally can better cross the blood-brain-barrier. This thesis describes the development of a method mediated by silver salts for the synthesis of pharmaceutical-like trifluoromethoxylated compounds via \(C-OCF_3\) bond formation. Additionally the synthesis of 3-deoxy-3-fluoromorphine via late-stage fluorination of morphine is described as well as in vitro and in vivo evaluation of 3-deoxy-3-fluoromorphine as a potential analgesic.Publication Silver-Mediated Trifluoromethoxylation of Aryl Stannanes and Arylboronic Acids(American Chemical Society, 2011) Huang, Chenghong; Liang, Theresa; Harada, Shinji; Lee, Eunsung; Ritter, TobiasA silver-mediated cross-coupling of trifluoromethoxide with aryl stannanes and arylboronic acids to give aryl trifluoromethyl ethers is reported. This is the first report of a transition-metal-mediated \(C_{aryl}–OCF_3\) bond formation.