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Silica-supported aminopyridinium halides for catalytic transformations of epoxides to cyclic carbonates under atmospheric pressure of carbon dioxide
Abstract
Silica-supported 4-pyrrolidinopyridinium iodide was prepared by quaternization of 4-pyrrolidinopyridine with silica-supported alkyl iodide. The pyrrolidinopyridinium structure on the silica surface was confirmed by solid-state 13C CP MAS NMR. The silica-supported 4-pyrrolidinopyridinium iodide showed excellent catalytic performances for transformations of various epoxides to cyclic carbonates under atmospheric pressure of carbon dioxide (CO2). The reactions took place without any solvents or additives other than the catalyst. The catalyst was reusable with retention of activity and selectivity. 1-n-Hexyl-4-pyrrolidinopyridinium as a homogeneous catalyst showed a lower catalytic performance than the supported catalyst. Bifunctional catalysis involving acidic surface silanol and the basic 4-pyrrolidinopyridinium iodide was proposed.
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Darensbourg, D. J. (2007) · Chemical Reviews · doi:10.1021/cr068363q · Cited by 1,593
The synthesis of organic carbonates from carbon dioxide
Sakakura, T., & Kohno, K. (2009) · Chemical Communications · doi:10.1039/b819997c · Cited by 1,067
Cited by
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Synthesis of Cyclic Carbonates from Epoxides and Carbon Dioxide by Using Organocatalysts
Cokoja, M., Wilhelm, M. E., Anthofer, M. H., Herrmann, W. A., & Kühn, F. E. (2015) · ChemSusChem · doi:10.1002/cssc.201500161 · Cited by 498
Metal organic framework based catalysts for CO2 conversion
Maina, J. W., Pozo-Gonzalo, C., Kong, L., Schütz, J., Hill, M., & Dumée, L. F. (2017) · Materials Horizons · doi:10.1039/c6mh00484a · Cited by 423
Non-isocyanate polyurethanes: from chemistry to applications
Kathalewar, M. S., Joshi, P. B., Sabnis, A. S., & Malshe, V. C. (2013) · RSC Advances · doi:10.1039/c2ra21938g · Cited by 414
Bähr, M., & Mülhaupt, R. (2012) · Green Chemistry · doi:10.1039/c2gc16230j · Cited by 326
Metadata
- Authors
- Motokura, K., Itagaki, S., Iwasawa, Y., Miyaji, A., & Baba, T.
- Venue
- Green Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2009
- Volume
- 11
- Issue
- 11
- Pages
- 1876
- ISSN
- 1463-9262 (ISSN-L)
- 1463-9270
- OpenAlex
- W1993946786
- Cited by
- 167
- References
- 2
- FWCI
- 7.41
- Type
- journal article
- Language
- en
- Open access
- closed
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- Motokura, K., Itagaki, S., Iwasawa, Y., Miyaji, A., & Baba, T. (2009). Silica-supported aminopyridinium halides for catalytic transformations of epoxides to cyclic carbonates under atmospheric pressure of carbon dioxide. Green Chemistry. https://doi.org/10.1039/b916764c
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