Asymmetric Hydrogenation of Tetrapyridine-Type N-Heteroarenes Using Phosphine-Free Ruthenium Diamine Catalysts  

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作  者:Chenghao Li Shu-Xin Zhang Yu Feng Yan-Mei He Qing-Hua Fan 

机构地区:[1]Beijing National Laboratory for Molecular Sciences,CAS Key Laboratory of Molecular Recognition and Function,Institute of Chemistry, Chinese Academy of Sciences,Beijing,100190 China [2]University of Chinese Academy of Sciences,Beijing,100049 China

出  处:《Chinese Journal of Chemistry》2023年第24期3573-3578,共6页中国化学(英文版)

基  金:National Key R&D Program of China(Grant no.2021YFA1500200);the National Natural Science Foundation of China(Nos.92256303,92056108 and 21871270)for financial support.

摘  要:Chiral ruthenium-catalyzed enantioselective hydrogenation of tetrapyridine-type N-heteroarenes was firstly developed.The partial reduction of adjacent tetraheteroaromatic substrates proceeded smoothly in the presence of phosphine-free chiral cationic ruthenium diamine complexes,affording unprecedented high reactivity,enantioselecitivity and diastereoselectivity(up to 93%yield,>99%ee and 92:8 dr).The potential application of chiral tetradentate pyridine-amine products as chiral ligands has been demonstrated in the Cu-catalyzed asymmetric Friedel–Crafts alkylation reaction between indoles and nitroalkenes.

关 键 词:Asymmetric catalysis Chiral nitrogen ligands N-Heteroarenes HYDROGENATION RUTHENIUM 

分 类 号:O62[理学—有机化学]

 

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