| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 40921 | Applied Catalysis A: General | 2012 | 7 Pages |
New imidazolium/pyrrolidinium-tagged Indabox ligands were designed and prepared. Catalysts based on these ligands with Cu(OAc)2·H2O were applied to the asymmetric Henry reaction using various aldehydes and CH3NO2, the products were obtained in high enantioselectivity. Specifically, (R)-1-(2-methoxylphenyl)-2-nitroethanol was obtained in 94% ee in MeOH. Furthermore, the catalyst based on 7 could be recycled at least 12 times by simple wash without an obvious loss of activity or enantioselectivity. This catalytic procedure demonstrated the potential for catalyst recyclability in the asymmetric Henry reaction. Additionally, a theoretical mechanistic study was conducted to explain the origin of the enantioselectivity.
Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (86 K)Download as PowerPoint slideHighlights► Novel imidazolium/pyrrolidinium-tagged Indabox ligands were prepared successfully. ► New ligands were applied in copper-catalyzed asymmetric Henry reaction. ► The product could be attained at 94% ee value. ► Catalyst could be recycled 12 times, which makes it a green chemical process.
