Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 51, Pages 23291-23298Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202010651
Keywords
cycloaddition; CO(2)capture; cooperative mechanisms; cyclic carbonates; metal-free catalysts
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Funding
- National Natural Science Foundation of China [91956123, 21802030, 51973186, 21674090]
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A series of highly active organoboron catalysts for the coupling of CO(2)and epoxides with the advantages of scalable preparation, thermostability, and recyclability is reported. The metal-free catalysts show high reactivity towards a wide scope of cyclic carbonates (14 examples) and can withstand a high temperature up to 150 degrees C. Compared with the current metal-free catalytic systems that use mol % catalyst loading, the catalytic capacity of the catalyst described herein can be enhanced by three orders of magnitude (epoxide/cat.=200 000/1, mole ratio) in the presence of a cocatalyst. This feature greatly narrows the gap between metal-free catalysts and state-of-the-art metallic systems. An intramolecular cooperative mechanism is proposed and certified on the basis of investigations on crystal structures, structure-performance relationships, kinetic studies, and key reaction intermediates.
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