Ferrocenyl chiral bisphosphorus ligands for highly enantioselective asymmetric hydrogenation via noncovalent ion pair interaction

被引:53
作者
Chen, Caiyou [1 ]
Wang, Heng [1 ]
Zhang, Zhefan [1 ]
Jin, Shicheng [1 ]
Wen, Songwei [1 ]
Ji, Jianjian [1 ]
Chung, Lung Wa [2 ]
Dong, Xiu-Qin [1 ]
Zhang, Xumu [1 ,2 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
[2] South Univ Sci & Technol China, Dept Chem, Shenzhen 518055, Peoples R China
基金
中国国家自然科学基金;
关键词
POTENT ANTHELMINTIC AGENTS; SUBSTITUTED CINNAMIC-ACIDS; R-SMS-PHOS; DIPHOSPHINE LIGANDS; COMPLEXES; CATALYSIS; (+)-DISCODERMOLIDE; AVERMECTINS; OLEFINS; FAMILY;
D O I
10.1039/c6sc01845a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new class of ferrocenyl chiral bisphosphorus ligand, Wudaphos, was developed, and exhibits excellent ee and activity (ee up to 99%, TON up to 20 000) for the asymmetric hydrogenation of both 2-aryl and 2-alkyl acrylic acids through ion pair noncovalent interaction under base free and mild reaction conditions. Well-known anti-inflammatory drugs such as naproxen and ibuprofen together with the intermediate for the preparation of Roche ester and some bioactive compounds were also efficiently obtained with excellent ee. Control experiments were conducted and revealed that the ion pair noncovalent interaction and chain length played important roles.
引用
收藏
页码:6669 / 6673
页数:5
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