Title: Steric-on-Demand Phosphine Ligands for Tackling Highly Steric-Congested Cross-Coupling Processes
Speaker: Professor Fu Er (Chinese University of Hong Kong)
Time: April 7, 2025 (Monday) 9:00 AM - 10:30 AM
Inviter: Professor Zeng Wei
Venue: Conference Room on the 4th Floor of the Shaw Engineering Building, School of Chemistry and Chemical Engineering
Organizing Unit: School of Chemistry and Chemical Engineering / Guangdong Provincial Key Laboratory of Functional Molecular Engineering
Report Abstract:
Transition metal-catalyzed cross-coupling protocol has emerged as a highly versatile way for assembling creative and useful molecules.1 By proficiently manipulating the phosphine ligand chassis and thus adjusting the geometry of associated metal complexes, a diverse range of these cutting-edge processes has been successfully established as valuable synthetic schemes. Cross-coupling reactions leading to the generation of C(Ar)-C(Ar’) biaryl axis in highly steric-hindered environment have presented significant challenges. The use of exceptionally bulky ligands can impede the approach of the substrate to the metal center, potentially diminishing the efficiency of substrate binding. Yet, these bulky ligands can facilitate the reductive elimination process, creating a dilemma in the selection of appropriate phosphine ligands for tackling extremely steric-congested cross-coupling reactions.
References
1. de Meijere, A.; Br?se, S.; Oestreich, M.; Eds.; Metal-Catalyzed Cross-Coupling Reactions and More, Vol.1-3, Wiley-VCH: Weinheim, 2014.
2. Tse, M. H.; Zhong, R.-L.; Kwong, F. Y. ACS Catal. 2022, 12, 3507.
3. Gan, K. B.; Zhong, R.-L.; Zhang, Z.-W.; Kwong, F. Y. J. Am. Chem. Soc. 2022, 144, 14864.
4. Tse, M. H.; Choy, P. Y.; Kwong, F. Y. Acc. Chem. Res. 2022, 55, 3688.
Speaker’s Profile:
Scientific Vita
2001-2003: Postdoctoral fellow, Massachusetts Institute of Technology, USA (Advisor: Prof. S. L. Buchwald)
2004-2017: Lecturer-Associate Professor, Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
2016-2017: Associate Professor, Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hong Kong, China
2017-Present: Professor, Department of Chemistry, Chinese University of Hong Kong, Hong Kong, China
2018-Present: Director, Shenzhen Institute of Advanced Research, Shenzhen Key Laboratory of Organic Small Molecule Synthesis, Chinese University of Hong Kong Shenzhen, Hong Kong, China
2020-Present: Young Academician, Hong Kong Academy of Sciences, Hong Kong, China
2021-Present: Chair Professor, Department of Chemistry, Chinese University of Hong Kong, Hong Kong, China
Research Field
Organometallic chemistry, design of phosphine ligands, enantioselective reactions
Awards and Recognition
2020Elected Member, The Hong Kong Young Academy of Sciences (Hong Kong Young Academy of Sciences Fellow)
2019 The Distinguished Lectureship Award, The CSJ Asian International Symposium, The Chemical Society of Japan
2014: Second Prize of the Ministry of Education's Higher Education Outstanding Scientific Research Achievement Award in Natural Science [Design and Application of Novel Phosphine Ligands and Their Application in Asymmetric Reactions] (Recipients: Fu Er, Su Qiuming)
2013: Shenzhen Municipal Science and Technology Innovation Committee Advanced Individual, Shenzhen Science and Technology Innovation Committee
Representative Publications
1、Tse, M. H.; Choy, P. Y.; Kwong, F. Y. Facile Assembly of Modular-Type Phosphines for Tackling Modern Arylation Processes. Acc. Chem. Res. 2022, 55, 3688.
2、Gan, K. B.; Zhong, R.-L.; Zhang, Z.-W.; Kwong, F. Y. Atropisomeric Phosphine Ligands Bearing C–N axial Chirality: Applications in Enantioselective Suzuki-Miyaura Cross-Coupling Towards the Assembly of Tetra-ortho-Substituted Biaryls. J. Am. Chem. Soc. 2022, 144, 14864. (Spotlights on JACS publication, J. Am. Chem. Soc. 2022, 144, 14403).
3、Tse, M. H.; Zhong, R.-L.; Kwong, F. Y. Palladium-Catalyzed Miyaura Borylation of Overly Crowded Aryl Chlorides Enabled by a Complementary Localized/Remote Steric Bulk of Ligand Chassis. ACS Catal. 2022, 12, 3507.
