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- Title
Enzyme-Inspired Chiral Secondary-Phosphine-Oxide Ligand with Dual Noncovalent Interactions for Asymmetric Hydrogenation.
- Authors
Chen, Caiyou; Zhang, Zhefan; Jin, Shicheng; Fan, Xiangru; Geng, Mingyu; Zhou, Yan; Wen, Songwei; Wang, Xinrui; Chung, Lung Wa; Dong, Xiu ‐ Qin; Zhang, Xumu
- Abstract
Inspired by the unique character of enzymes, we developed novel chiral SPO (secondary-phosphine-oxide) ligand (SPO-Wudaphos) which can enter into both ion pair and H-bond noncovalent interactions. The novel chiral SPO-Wudaphos exhibited excellent results in the asymmetric hydrogenation of α-methylene-γ-keto carboxylic acids, affording the chiral γ-keto acids with up to over 99 % ee. A series of control experiments and DFT calculations were conducted to illustrate the critical roles of both the ion pair and H-bond noncovalent interactions.
- Subjects
PHOSPHINE; CHIRALITY; LIGANDS (Chemistry); ASYMMETRY (Chemistry); HYDROGENATION; MOLECULAR interactions
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 24, p6912
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201701394