Friedel-Crafts alkylation of anisole in supercritical carbon dioxide: A comparative study of catalysts

Rodrigo Amandi, Peter Licence, Stephen K. Ross, Olli Aaltonen, Martyn Poliakoff (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

38 Citations (Scopus)

Abstract

The Friedel−Crafts alkylation of anisole with n-propanol was carried out over five different Brønsted solid acid catalysts using supercritical carbon dioxide as the reaction medium. The reaction temperature and pressure were evaluated in terms of selectivity for the monoalkylated products, conversion of the starting material, and the products' isomeric ratio. Desulfonation of the catalysts was observed when the temperature was increased above 150 °C for the organic supported catalysts investigated Amberlyst 15 and Purolite CT-175, and above 200 to 250 °C for the inorganic supported catalysts Nafion SAC-13 and Deloxan ASP I/7. A decrease in the catalytic performance of organic supported catalysts was observed with increasing pressure. This decrease was related to the phase behaviour of the reaction.
Original languageEnglish
Pages (from-to)451-456
JournalOrganic Process Research and Development
Volume9
Issue number4
DOIs
Publication statusPublished - 2005
MoE publication typeA1 Journal article-refereed

Fingerprint

anisole
alkylation
Alkylation
Catalyst supports
Carbon Dioxide
carbon dioxide
vehicles
catalysts
Catalysts
1-Propanol
Phase behavior
products
Temperature
Acids
selectivity
acids
temperature

Keywords

  • alkylation
  • Friedel-Crafts alkylation
  • carbon-carbon bond
  • catalysts
  • anisoles

Cite this

Amandi, Rodrigo ; Licence, Peter ; Ross, Stephen K. ; Aaltonen, Olli ; Poliakoff, Martyn. / Friedel-Crafts alkylation of anisole in supercritical carbon dioxide : A comparative study of catalysts. In: Organic Process Research and Development. 2005 ; Vol. 9, No. 4. pp. 451-456.
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Friedel-Crafts alkylation of anisole in supercritical carbon dioxide : A comparative study of catalysts. / Amandi, Rodrigo; Licence, Peter; Ross, Stephen K.; Aaltonen, Olli; Poliakoff, Martyn (Corresponding Author).

In: Organic Process Research and Development, Vol. 9, No. 4, 2005, p. 451-456.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Friedel-Crafts alkylation of anisole in supercritical carbon dioxide

T2 - A comparative study of catalysts

AU - Amandi, Rodrigo

AU - Licence, Peter

AU - Ross, Stephen K.

AU - Aaltonen, Olli

AU - Poliakoff, Martyn

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PY - 2005

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AB - The Friedel−Crafts alkylation of anisole with n-propanol was carried out over five different Brønsted solid acid catalysts using supercritical carbon dioxide as the reaction medium. The reaction temperature and pressure were evaluated in terms of selectivity for the monoalkylated products, conversion of the starting material, and the products' isomeric ratio. Desulfonation of the catalysts was observed when the temperature was increased above 150 °C for the organic supported catalysts investigated Amberlyst 15 and Purolite CT-175, and above 200 to 250 °C for the inorganic supported catalysts Nafion SAC-13 and Deloxan ASP I/7. A decrease in the catalytic performance of organic supported catalysts was observed with increasing pressure. This decrease was related to the phase behaviour of the reaction.

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KW - Friedel-Crafts alkylation

KW - carbon-carbon bond

KW - catalysts

KW - anisoles

U2 - 10.1021/op050044y

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