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Issue 9, 2003
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Study of regioselective dialkylation of naphthalene in the presence of reusable zeolite catalysts

Keith Smith,*a  Simon D. Robertsa  and  Gamal A. El-Hitia 
Author affiliations

* Corresponding authors

a Centre for Clean Chemistry, Department of Chemistry, University of Wales Swansea, Singleton Park, Swansea, UK

Abstract

Highly regioselective dialkylation of naphthalene using various alkylating agents can be achieved over zeolite catalysts. For example, the tert-butylation of naphthalene (1) using tert-butanol in cyclohexane over a dealuminated H-Mordenite (HM) zeolite has been optimised to give a 60% yield of 2,6-di-tert-butylnaphthalene (3) with a 2,6/2,7 ratio of over 50. This has been achieved by varying the reaction time, temperature, solvent, pressure, amount of tert-butanol, solvent and catalyst, Si/Al ratio of the catalyst, and the mode of addition. The zeolites can be easily regenerated by heating and reused.

Graphical abstract: Study of regioselective dialkylation of naphthalene in the presence of reusable zeolite catalysts

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Publication details

The article was received on 03 Jan 2003, accepted on 06 Mar 2003 and first published on 27 Mar 2003


Article type: Paper
DOI: 10.1039/B212775J
Citation: Org. Biomol. Chem., 2003,1, 1552-1559
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    Study of regioselective dialkylation of naphthalene in the presence of reusable zeolite catalysts

    K. Smith, S. D. Roberts and G. A. El-Hiti, Org. Biomol. Chem., 2003, 1, 1552
    DOI: 10.1039/B212775J

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