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A Strained Ion Pair Permits Carbon Dioxide Fixation at Atmospheric Pressure by C-H H-Bonding Organocatalysis

Jiaxi Xu, Anmei Xian, Zhenjiang Li, Jingjing Liu, Zhihao Zhang, Rui Yan, Luoyu Gao, Bo Liu, Lili Zhao and Kai Guo*

*College of Biotechnology and Pharmaceutical Engineering, Nanjing Tech University, 30 Puzhu Road South, Nanjing, Jiangsu 211816, China, Email:

J. Xu, A. Xian, Z. Li, J. Liu, Z. Zhang, R. Yan, L. Gao, B. Liu, L. Zhao, K. Guo, J. Org. Chem., 2021, 86, 3422-3432.

DOI: 10.1021/acs.joc.0c02790

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In cycloadditions of carbon dioxide into epoxides to afford cyclic carbonates, a strained ion pair tris(alkylamino)cyclopropenium halide catalyst, in which the halide is repelled, is a very electrophilic H-bond donor, allowing it to activate the oxygen of the epoxide, while the more nucleophilic halide is better able to attack the methylene carbon of the epoxide.

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Key Words

dioxolanones, organocatalysis

ID: J42-Y2021