Issue 5, 2012
From the journal:

Catalysis Science & Technology

Synthesis of cyclic carbonates using monometallic, and helical bimetallic, aluminium complexes†

José A. Castro-Osma,ab   Agustín Lara-Sánchez,b   Michael North,*a   Antonio Otero*b  and  Pedro Villuendasa  

* Corresponding authors

a School of Chemistry and University Research Centre in Catalysis and Intensified Processing, Bedson Building, University of Newcastle, Newcastle upon Tyne, UK
E-mail: michael.north@ncl.ac.uk
Fax: +44 191 222 6929
Tel: +44 191 222 7128

b Departamento de Química Inorgánica, Orgánica y Bioquímica, Universidad de Castilla-La Mancha, 13071 Ciudad Real, Spain
E-mail: Antonio.Otero@uclm.es
Fax: +34 926-295-318
Tel: +34 926-295-300

Abstract

The aluminium complexes of a series of bis(pyrazol-1-yl)methane derived ligands were investigated as catalysts for the synthesis of cyclic carbonates from carbon dioxide and epoxides. A bimetallic, helical, heteroscorpionate complex displayed significantly higher catalytic activity than the corresponding monometallic complexes. The optimal reaction conditions were found to involve the use of 5 mol% of the bimetallic complex and 5 mol% of tetrabutylammonium bromide under solvent free conditions in the presence of 10 bar of wet carbon dioxide. Under these conditions, eleven monosubstituted epoxides were converted into the corresponding cyclic carbonates in 51–91% yield. A kinetic study showed that the reactions were first order in epoxide, catalyst and tetrabutylammonium bromide and allowed a catalytic cycle to be proposed.

Graphical abstract: Synthesis of cyclic carbonates using monometallic, and helical bimetallic, aluminium complexes

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Article information

DOI
https://doi.org/10.1039/C2CY00517D
Article type
Paper
Submitted
13 Dec 2011
Accepted
16 Jan 2012
First published
17 Jan 2012

Catal. Sci. Technol., 2012,2, 1021-1026

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Synthesis of cyclic carbonates using monometallic, and helical bimetallic, aluminium complexes

J. A. Castro-Osma, A. Lara-Sánchez, M. North, A. Otero and P. Villuendas, Catal. Sci. Technol., 2012, 2, 1021 DOI: 10.1039/C2CY00517D

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