名师讲座
报告题目:A journey in Au(I)-catalysis: new approaches for enantioselective processes and novel reactivities
报告时间:2023-11-21 10:00
报告人:Professor Xavier Guinchard
Université Paris-Saclay(巴黎萨克雷大学)
报告地点:卢嘉锡202报告厅
转播地点:翔安校区能源材料大楼3号楼会议室6,漳州校区生化主楼307教室
报告摘要:
The access to enantioenriched molecules via selective catalytic methods is of utmost importance. The ligand-based approach to enantioselective catalysis often relies on the use of either functionalized or very bulky ligands to trigger geometrical constraints and steric repulsions. The alternative Asymmetric Counteranion-Directed Catalysis (ACDC) approach relies on the use of chiral counteranions as the source of stereochemical information during the key bond-forming step (Fig 1b). The strong pairing between the cationic metal-substrate complex and the chiral anion is hence central to the transfer of the chiral information. This concept, pioneered in Au(I) and Pd(0) catalysis, was rapidly applied to other transition metals. However, 15 years later, the field did not bloom as much as expected and examples remain sporadic. Why ACDC has met little success probably results from the flexible and poorly defined spatial arrangements of the chiral phosphate-cation pairs. In this context, we have established that tethering the chiral anion to the metal center could be a suitable strategy to increase geometrical constraints and molecular organization in the intermediates involved in catalytic processes and therefore generate higher enantioselectivities. This strategy, named Tethered Counterion-Directed Catalysis (TCDC) relies on the use of CPA-Phos chiral ligands that are phosphine/phosphoric acid new chiral bifunctional ligands. The corresponding Au(I) complexes have been prepared and used successfully as catalysts in a number of enantioselective reactions. The synthesis, coordination and catalytic applications of these chiral ligands will be discussed.
报告人简介:
Xavier GUINCHARD, professor in Université Paris-Saclay, CNRS, Institut de Chimie des Substances Naturelles. Xavier got his PhD in Organic Chemistry in 2006 from Département de Chimie Moléculaire, Grenoble, France, (direction Dr Jean-Noël Denis). During 2006-2007, he worked as a Post-doctoral Research Associate: Chemistry of Porphyrazines Imperial College, London. Supervisor: Pr. Anthony G. M. Barrett. During 2007-2009, he worked as a Post-doctoral Research Associate: Total synthesis of polyketides. ICSN, Gif sur Yvette, France. Supervisor: Dr Emmanuel Roulland. During 2009-2020, he worked as a Research Associate CNRS, Institut de Chimie des Substances Naturelles. Since 2021, he was promoted to Research Director CNRS. Now he is the Vice-President of the Organic Chemistry Division of the French Chemical Society (2021-2024). Professor Xavier GUINCHARD’s research focuses on methodology development involving Asymmetric Counteranion-Directed Catalysis (ACDC).
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