Epoxide/CO 2 Cycloaddition Reaction Catalyzed by Indium Chloride Complexes Supported by Constrained Inden Schiff-Base Ligands.

Autor: Piyawongsiri T; Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), Wangchan, Rayong, 21210, Thailand., Laiwattanapaisarn N; Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), Wangchan, Rayong, 21210, Thailand., Virachotikul A; Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), Wangchan, Rayong, 21210, Thailand., Chumsaeng P; Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), Wangchan, Rayong, 21210, Thailand., Phomphrai K; Department of Materials Science and Engineering, School of Molecular Science and Engineering, Vidyasirimedhi Institute of Science and Technology (VISTEC), Wangchan, Rayong, 21210, Thailand.
Jazyk: angličtina
Zdroj: ChemPlusChem [Chempluschem] 2023 Dec; Vol. 88 (12), pp. e202300559. Date of Electronic Publication: 2023 Oct 30.
DOI: 10.1002/cplu.202300559
Abstrakt: Cyclic carbonates have received significant interests for uses as reagents, solvents, and monomers. The coupling reaction of epoxides with carbon dioxide (CO 2 ) to produce cyclic carbonate is an attractive route which can significantly reduce greenhouse gas emissions and environmental hazards. Herein, a series of five indium chloride complexes supported by inden Schiff-base ligands were reported along with four X-ray crystal structures. The constrained five-membered rings were added to the ligands to enhance the coordination of epoxides to the In metal. From the catalyst screening, In inden complex having tert-butyl substituents and propylene backbone in combination with tetrabutylammonium bromide (TBAB) exhibited the highest catalytic activity (TON up to 1017) for propylene oxide/CO 2 coupling reaction with >99 % selectivity for cyclic carbonate under solvent-free conditions. In addition, the catalyst was shown to be active at atmospheric pressure of CO 2 at room temperature. The catalyst system can be applied to various internal and terminal epoxide substrates to exclusively produce the corresponding cyclic carbonates.
(© 2023 Wiley-VCH GmbH.)
Databáze: MEDLINE
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