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Updated: May 15, 2025
Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
The Origin of Enantioselectivity of Aryl Terminal Alkenes Hydroboration Catalyzed by Cobalt Complex: A Density
Xiaofan Shi1, Ling Zhu2, Lin Zhang3
1State Key Laboratory of Chemical Resource Engineering, Institute of Computational Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, China.
Abstract:
Density functional theory (DFT) studies reveal the origin of the regioselectivity and stereoselectivity in Co-IPO-catalyzed hydroboration of aryl alkenes. Four insertion pathways dictate selectivity, with anti-Markovnikov S-product formation (Path A) being energetically favored. The alkene insertion step and σ-bond metathesis step jointly determine the selectivity of the reaction. In addition, the steric hindrance from the -NPhPr2 moiety of the IPO ligand critically controls selectivity. Interestingly, substituting -NPhPr2 with -NCH3 shifts selectivity toward Markovnikov products.
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