Matteo Alberti, Marta Gianelli, Djihed Boucherabine, Sandro Recchia, Alessandro Caselli
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Additive-Free Synthesis of Cyclic Carbamates From Aziridines and CO2 Catalyzed by IER Supported Iron(III) Halides
The coupling of CO2 with aziridines offers an efficient, 100% atom-economic route to synthesize high-value cyclic carbamates. In this study, we present a heterogeneous catalytic system based on readily available iron(III) metallates supported on commercially available ion-exchange resins (IERs) for the selective synthesis of 1,3-oxazolidin-2-ones. Two polystyrene-based IERs with different porosities, Amberlyst™ 26-Cl (A26-Cl, macroreticular) and Amberlite™ IRA-400-Cl (IRA400-Cl, microporous) were evaluated. The results reveal a synergistic interaction between the iron metallate and the resin support, with the A26-[FeCl3Br] catalyst outperforming the homogeneous counterpart under mild conditions (25 °C, CO2 pressure = 0.8 MPa, 2 h), achieving up to >99% yield of the target oxazolidinone. A Design of Experiments (DoE) approach was applied to optimize reaction parameters, and the system's versatility was confirmed using aziridines with different substitution patterns. Overall, this work presents a scalable (up to 1 g) and cost-effective method for CO2 valorization into cyclic carbamates, highlighting experimentally the combined effect of polystyrene supports and ammonium ferrate active species.
期刊介绍:
With an impact factor of 4.495 (2018), ChemCatChem is one of the premier journals in the field of catalysis. The journal provides primary research papers and critical secondary information on heterogeneous, homogeneous and bio- and nanocatalysis. The journal is well placed to strengthen cross-communication within between these communities. Its authors and readers come from academia, the chemical industry, and government laboratories across the world. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies, and is supported by the German Catalysis Society.