Title
Mechanistic Studies on Transition MetalCatalyzed CH Activation Reactions Using Combined Mass Spectrometry and Theoretical Meth,Used
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This thesis presents detailed mechanistic studies on a series of important CH activation reactions using combined computational methods and mass spectrometry experiments. It also provides guidance on the design and improvement of catalysts and ligands. The reactions investigated include: (i) a nitrilecontaining templateassisted metaselective CH activation, (ii) Pd/monoNprotected amino acid (MPAA) catalyzed metaselective CH activation, (iii) Pd/MPAA catalyzed asymmetric CH activation reactions, and (iv) Cucatalyzed sp3 CH crossdehydrogenativecoupling reaction.The book reports on a novel dimeric PdM (M = Pd or Ag) model for reaction (i), which successfully explains the metaselectivity observed experimentally. For reaction (ii), with a combined DFT/MS method, the author successfully reveals the roles of MPAA ligands and a new CH activation mechanism, which accounts for the improved reactivity and high metaselectivity and opens new avenues for ligand design. She subsequently applies ionmobility mass spectrometry to capture and separate the [Pd(MPAA)(substrate)] complex at different stages for the first time, providing support for the internalbase model for reaction (iii). Employing DFT studies, she then establishes a chirality relay model that can be widely applied to MPAAassisted asymmetric CH activation reactions. Lastly, for reaction (iv) the author conducts detailed computational studies on several plausible pathways for Cu/O2 and Cu/TBHP systems and finds a reliable method for calculating the single electron transfer (SET) process on the basis of benchmark studies.
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