Synthesis of bifunctional cyclic carbonates from CO2 catalysed by choline-based systems

Easily prepared choline iodide is an active catalyst for the synthesis of cyclic carbonates through the coupling reaction of CO2 and epoxides using low pressure (1MPa), moderate temperature (85ºC) and green solvents (ethanol and propan-2-ol). The effects of reaction temperature, pressure, reaction t...

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Bibliographic Details
Published in:Tetrahedron letters 2013-10, Vol.54 (40), p.5518-5522
Main Authors: Amaral, Adérito J.R., Coelho, Jorge F.J., Serra, Arménio C.
Format: Article
Language:English
Subjects:
Carbon dioxide
Carbon dioxide fixation
Carbonates
Catalysts
Choline
Choline iodide
Cyclic carbonates
Ethanol
Ethyl alcohol
Green chemistry
Reaction time
Synthesis (chemistry)
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Summary:Easily prepared choline iodide is an active catalyst for the synthesis of cyclic carbonates through the coupling reaction of CO2 and epoxides using low pressure (1MPa), moderate temperature (85ºC) and green solvents (ethanol and propan-2-ol). The effects of reaction temperature, pressure, reaction time and amount of catalyst used were also investigated. The results showed moderate to high yields and excellent selectivities of cyclic carbonates with vinyl or acrylate groups under mild reaction conditions. The heterogenization of choline over a Merrifield resin gives access to a supported catalyst with good recyclability and reactivity that can be extended to a variety of terminal epoxide substrates.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.07.152