The effects of solid acids as cocatalysts on the chelation-assisted hydroacylation of alkenes and alkynes

15 April 2024, Version 1

Abstract

The use of homogeneous Bronsted acid cocatalysts (such as benzoic acid) in hydroacylation reactions via imine intermediates has been extensively studied, but the use of heterogeneous cocatalysts has been limited to montmorillonite K10. Thus, we can use other solid acids to increase the efficiency of the reaction. Here, we described the effects of sulfated zirconia, Al-MCM-41 or superacid modified montmorillonite on the hydroacylation of alkenes and alkynes with aldehydes via imine intermediates and in the presence of the Wilkinson complex. Furthermore, we addressed the dual role of montmorillonite, a redox reagent in the presence of TEMPO and an acid solid, allowing the direct use of benzyl alcohols as substrates to generate saturated or a-b unsaturated ketones.

Keywords

Hydroacylation
solid acids
sulfated zirconia
Al-MCM-41
montmorillonite

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
General information, detailed synthetic procedures, full characterization of solid acids, spectral data, and copies of NMR spectra of reaction products.
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.