Issue 9, 2003
From the journal:

Organic & Biomolecular Chemistry

Study of regioselective dialkylation of naphthalene in the presence of reusable zeolitecatalysts

Keith Smith,*a   Simon D. Robertsa  and  Gamal A. El-Hiti†a  

* 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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Article information

DOI
https://doi.org/10.1039/B212775J
Article type
Paper
Submitted
03 Jan 2003
Accepted
06 Mar 2003
First published
27 Mar 2003

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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