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- Title
Silica-supported orthophosphoric acid (OPA/SiO<sub>2</sub>): preparation, characterization, and evaluation as green reusable catalyst for pinacolic rearrangement.
- Authors
Billamboz, Muriel; Banaszak, Estelle
- Abstract
In this paper, we report an easy-to-prepare, cost-effective, efficient, and reusable silica-supported orthophosphoric acid (OPA) catalyst for pinacolic rearrangement. The surface properties of this catalyst were successfully characterized with the help of 31P NMR, TGA, DSC, FT-IR, titration, and microscopy. OPA, hydrogen bonded on the surface, is actually the active species and the reaction seems to occur in the liquid phase embedded in the silica support. As a consequence, the extracting solvent should be chosen with cautious to guarantee the recyclability of the catalyst. As example, pinacol rearrangement reactions were successfully realized with this catalyst and OPA/SiO2 proved to be as efficient as homogeneous orthophosphoric acid to promote the reaction of pinacol derivatives. When using dichloromethane as extracting solvent, OPA/SiO2 can be reuse up to ten times without a significant loss of activity. After ten runs, no physical damage of the catalyst has been observed by microscopy proving its suitability for such application.
- Subjects
PINACOL rearrangement; REARRANGEMENTS (Chemistry); DICHLOROMETHANE; CATALYSTS; SURFACE properties; HYDROGEN bonding
- Publication
Journal of the Iranian Chemical Society, 2019, Vol 16, Issue 5, p1029
- ISSN
1735-207X
- Publication type
Article
- DOI
10.1007/s13738-018-01582-2