Ferrocenyl chiral bisphosphorus ligands for highly enantioselective asymmetric hydrogenation via noncovalent ion pair interaction
Autor: | Xiu-Qin Dong, Zhefan Zhang, Heng Wang, Caiyou Chen, Xumu Zhang, Lung Wa Chung, Songwei Wen, Jianjian Ji, Shicheng Jin |
---|---|
Rok vydání: | 2016 |
Předmět: |
Reaction conditions
Naproxen 010405 organic chemistry Stereochemistry Chemistry Ligand Asymmetric hydrogenation Enantioselective synthesis General Chemistry Ion pairs 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound Chain length medicine Roche ester medicine.drug |
Zdroj: | Chemical Science. 7:6669-6673 |
ISSN: | 2041-6539 2041-6520 |
DOI: | 10.1039/c6sc01845a |
Popis: | 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. |
Databáze: | OpenAIRE |
Externí odkaz: |