Nitration of Cinnamic Acids Using Cerium (IV) Ammonium Nitrate Immobilized on Silica

Abstract

Treatment of cinnamic acids with cerium (IV) ammonium nitrate supported on silica (CAN/SiO₂) was used to synthesize nitro derivative and ipso substitution products. The position of the substituents defines the type and the yields of the products. This is the first example of an ipso substitution reaction by solid‐phase approach.

Keywords:

• Nitration
• CAN
• Cinnamic acids

Acknowledgments

This work was supported by Ministero dell'Istruzione dell'Università e della Riccera (MIUR) (L.488/92) in the frame of the project P2 “Ambiente terrestre: Chimica per l'Ambiente.” NMR experiments were performed on 500‐MHz instruments supplied by INCA (Consorzio Nazionale Interuniversitario “la Chimica per l'Ambiente,” L. 488/92), project P0.