Cheng Zhaoyang, Guo Jun, Sun Yufeng, Zheng Yushan, Zhou Zhehong, Lu Zhan
Department of Chemistry, Zhejiang University, Hangzhou, 310058, China.
Angew Chem Int Ed Engl. 2021 Oct 4;60(41):22454-22460. doi: 10.1002/anie.202109089. Epub 2021 Sep 1.
Regiodivergent addition reactions provide straightforward and atom-economic approaches to access different regioisomers. However, the regio-chemistry control to access all the possible results is still challenging especially for the reaction involving multiple addition steps. Herein, we reported regio-controllable cobalt-catalyzed sequential hydrosilylation/hydroboration of arylacetylenes, delivering all the possible regio-outcomes with high regioselectivities (up to >20/1 rr for all the cases). Each regioisomer of value-added silylboronates could be efficiently and regioselectively obtained from the same materials. The adjustment of the ligands of cobalt catalysts combined with dual catalysis relay strategy is the key to achieve regio-chemistry control. This regio-controllable research might inspire the exploration of the diversity-oriented synthesis that involves multiple additions and provide full sets of regioisomers of other synthetic useful molecules.
区域发散性加成反应为获取不同区域异构体提供了直接且原子经济的方法。然而,要控制区域化学以获得所有可能的结果仍然具有挑战性,尤其是对于涉及多个加成步骤的反应。在此,我们报道了钴催化的芳基乙炔的区域可控顺序硅氢化/硼氢化反应,以高区域选择性(所有情况的区域选择性高达>20/1 rr)提供所有可能的区域产物。增值硅硼酸酯的每种区域异构体都可以从相同的原料中高效且区域选择性地获得。钴催化剂配体的调整与双催化接力策略相结合是实现区域化学控制的关键。这种区域可控研究可能会激发对涉及多个加成的多样化合成的探索,并提供其他合成有用分子的全套区域异构体。