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Our Teachers Have Made Important Progress in the Field of Olefin Borohydride Reaction

Authors : | release date : 2020-10-21  |   browses a quantity : 次   [ close window ]

Recently, our school teachers have made important progress in the field of olefin borohydride research. The relevant results were published in the top journal ACS Catalysis (ACS Catal. 2020, 10, 11963-11970, impact factor: 12.35), Associate Professor Su Wei from the School of Science is the first author of the paper, and Professor Liu Shouxin and Su Wei from the Key Laboratory of Pharmaceutical Molecular Chemistry are the corresponding authors.


As one of the most widely used organic synthesis reactions in the fields of medicine, chemical industry, and materials, the hydroboration reaction of olefins has created huge social and economic value. Among them, regioselectivity is a key factor that affects the structure of the product, and how to control it has always been the core issue of olefin hydroboration research. At present, although great progress has been made in the regulation of regioselectivity, the specialization of olefin substrates and the use of expensive and complex synthetic ligands are still inevitable, which limits their universality and practicality.


In response to this problem, the scientific research and innovation team of our school has developed a regioselective and controllable iron-catalyzed olefin hydroboration reaction system without ligand participation. In this reaction system, the regioselectivity of the reaction can be effectively controlled (selectivity as high as 99:1 and 1:99) through the adjustment of solvent and base, breaking through the traditional mode of regulating regioselectivity through ligands. In addition, the newly developed iron-catalyzed borohydride reaction system has a wide range of applications and has excellent compatibility with olefins and functional groups of different structures. In order to deeply understand the regulation mechanism of regioselectivity, the team designed and implemented a series of mechanism experiments such as deuteration reaction, intermediate investigation, control experiment and free radical ring-opening reaction. Through the analysis of the results, it is found that the different coordination forms of iron intermediates produced in different solvents are the key reason for determining the selectivity of reaction regions.


This study provides an efficient and practical synthesis strategy for the synthesis of alkyl boron compounds, which has great application potential in the fields of drug development and fine chemicals. In addition, this work also provides a way for regioselective regulation in organic reactions. New ideas. Once the results were published, they received widespread attention from the industry and were invited to write and publish newsletters on X-MOL, CBG Consulting and other scientific research media. The research was supported by the National Natural Science Foundation of China, the Hebei Provincial High-end Talent Project and the Hebei Natural Science Foundation.