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1 Helena Kang -- 170 2026-09-23 04:58:17

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Kang, H. Cyclic Carbonate Synthesis. Encyclopedia. Available online: https://encyclopedia.pub/entry/60317 (accessed on 03 October 2026).
Kang H. Cyclic Carbonate Synthesis. Encyclopedia. Available at: https://encyclopedia.pub/entry/60317. Accessed October 03, 2026.
Kang, Helena. "Cyclic Carbonate Synthesis" Encyclopedia, https://encyclopedia.pub/entry/60317 (accessed October 03, 2026).
Kang, H. (2026, September 23). Cyclic Carbonate Synthesis. In Encyclopedia. https://encyclopedia.pub/entry/60317
Kang, Helena. "Cyclic Carbonate Synthesis." Encyclopedia. Web. 23 September, 2026.
Cyclic Carbonate Synthesis
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Five-membered cyclic carbonates arise principally from cycloaddition of carbon dioxide to an epoxide, a transformation that inserts CO2 as the carbonyl and one ring oxygen of the heterocycle. Mechanistically, a Lewis acid activates the epoxide toward ring opening by a nucleophilic cocatalyst (halide or related anion); the resulting alkoxide captures CO2, and the carbonate anion displaces the leaving group to close the five-membered ring [1]. Bimetallic aluminium–salen complexes catalyze this sequence with two metal centers cooperating in epoxide activation and nucleophilic delivery [2]. One-component catalysts incorporate both the Lewis-acidic and the nucleophilic functions in a single molecular species, so that no external cocatalyst is required [3]. Alternative routes include oxidative carbonylation of diols and rearrangement of acyclic carbonates, but the epoxide–CO2 coupling is the defining contemporary construction. The product is a cyclic organic carbonate, distinct from polycarbonates (which may form if the intermediate alkoxide polymerizes) and from acyclic dialkyl carbonates.

cyclic carbonate epoxide–CO2 coupling carbon dioxide fixation Lewis acid–base catalysis

References

  1. Michael North; Riccardo Pasquale; Mechanism of Cyclic Carbonate Synthesis from Epoxides and CO2. Angew. Chem. Int. Ed. 2009, 48, 2946-2948. [CrossRef]
  2. William Clegg; Ross W. Harrington; Michael North; Riccardo Pasquale; Cyclic Carbonate Synthesis Catalysed by Bimetallic Aluminium–Salen Complexes. Chem. – A Eur. J. 2010, 16, 6828-6843. [CrossRef]
  3. Jaisiel Meléndez; Michael North; Pedro Villuendas; One-component catalysts for cyclic carbonate synthesis. Chem. Commun. 2009, 2009, 2577-2579. [CrossRef]
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Subjects: Chemistry, Organic
Contributor MDPI registered users' name will be linked to their SciProfiles pages. To register with us, please refer to https://encyclopedia.pub/register : Helena Kang
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Update Date: 23 Sep 2026
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