Details

Autor(en) / Beteiligte

• Nian, Sanfei
• Ling, Fei
• Chen, Jiachen
• Wang, Ze
• Shen, Haiwei
• Yi, Xiao
• Yang, Yun-Fang
• She, Yuanbin
• Zhong, Weihui

Titel

Highly Enantioselective Hydrogenation of Non-ortho-Substituted 2‑Pyridyl Aryl Ketones via Iridium‑f‑Diaphos Catalysis

Ist Teil von

• Organic letters, 2019-07, Vol.21 (14), p.5392-5396

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2019

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• This work disclosed a highly enantioselective hydrogenation of non-ortho-substituted 2-pyridyl aryl ketones via Ir/f-diaphos catalysis. This catalytic system allows for full control over the configuration of the stereocenter, affording two enantiomers of the desired products with extremely high enantioselectivity (up to >99% ee in most cases) and excellent reactivity (TON of up to 19600, TOF of 1633 h–1) under mild conditions. Density functional theory calculations and control experiments revealed that the relay hydrogen bonding among the solvent isopropanol, substrate, and ligand is crucial for high ee’s.