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High-Surface-Area SiO2–ZrO2 Mixed Oxides as Catalysts for the Friedel–Crafts-Type Alkylation of Arenes with Alcohols and Tandem Cyclopropanation Reactions

Authors

  • Dr. Helena Kaper,

    Corresponding author
    1. Laboratoire des nanomatériaux autoréparants Institut de Chimie Séparative de Marcoule, UMR 5257, Centre de Marcoule, F-30207 Bagnols/Ceze (France), Fax: (+33) 466-339-203
    2. Laboratoire de Synthèses et Fonctionnalisation de Céramiques, Saint-Gobain C.R.E.E./CNRS, UMR 3080, 550, Ave Alphonse Jauffret, 84306 Cavaillon (France)
    • Laboratoire des nanomatériaux autoréparants Institut de Chimie Séparative de Marcoule, UMR 5257, Centre de Marcoule, F-30207 Bagnols/Ceze (France), Fax: (+33) 466-339-203
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  • Karim Bouchmella,

    1. Institut Charles Gerhardt Montpellier, UMR 5253, CNRS-UM2-ENSCM-UM1, Chimie Moléculaire et Organisation du Solide, Université Montpellier 2 CC1701, 34095 Montpellier Cedex 5 (France)
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  • Prof. Dr. P. Hubert Mutin,

    1. Institut Charles Gerhardt Montpellier, UMR 5253, CNRS-UM2-ENSCM-UM1, Chimie Moléculaire et Organisation du Solide, Université Montpellier 2 CC1701, 34095 Montpellier Cedex 5 (France)
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  • Dr. Frédéric Goettmann

    1. Laboratoire des nanomatériaux autoréparants Institut de Chimie Séparative de Marcoule, UMR 5257, Centre de Marcoule, F-30207 Bagnols/Ceze (France), Fax: (+33) 466-339-203
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Abstract

The catalytic activity of SiO2–ZrO2 mixed oxides was studied for the Friedel–Crafts-alkylation reaction between anisole and benzylic or allylic alcohols. In particular, the influence of Zr content on the catalytic activity was studied. The catalyst with the lowest Zr content (5 mol % ZrO2) showed the highest activity with high selectivity for the alkylated product and good recyclability. We used this catalyst in the reaction of 1-phenyl-1-ethanol with toluene and xylene. We also studied the possibility of a tandem process that involved a Friedel–Crafts alkylation and the subsequent trans-hydrogenation of trans-1,3-diphenyl-2-propen-1-ol for the synthesis of substituted cyclopropanes.

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