Abstract
A series of ferrocenium (Fc, FcCO2H, FcCO2Me, and Fc(Me)10) and cobaltocenium (Cc, CcCO2H, CcCO2Me) salts were prepared and explored as air- and water-tolerant homogeneous catalysts. They were found to be active catalysts at room temperature for the Friedel-Crafts alkylation of trans-β-nitrostyrene and N-methylindole and the Diels-Alder cycloaddition of 1,3-cyclohexadiene with methyl vinyl ketone. These catalysts are valuable additions to more traditional Lewis acids in that they are soluble in nonpolar media, did not decompose the starting materials, and dual activation exploiting both the Lewis (metal) and Brønsted acid (CO2H) centers was observed.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 2648-2655 |
| Number of pages | 8 |
| Journal | Organometallics |
| Volume | 41 |
| Issue number | 18 |
| DOIs | |
| State | Published - Sep 26 2022 |
Bibliographical note
Funding Information:The authors thank Dr. Victor G. Young of the X-Ray Crystallographic Laboratory for assistance in determining the reported X-Ray crystal structure. This work was supported by the National Science Foundation (CHE-1955186) and the Minnesota Supercomputing Institute for Advanced Computational Research.
Publisher Copyright:
© 2022 American Chemical Society.