期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 44, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202210132
关键词
Lewis Superacid; Organosilanes; Polyethylene Glycol; Reaction Mechanism; Ring Closing Metathesis
资金
- Deutsche Forschungsgemeinschaft [GR 5007/2-1]
- state of Baden-Wurttemberg through bwHPC
- German Research Foundation (DFG) [INST 40/575-1 FUGG]
- Projekt DEAL
The Lewis superacid bis(perchlorocatecholato)silane catalyzes C-O bond metathesis of alkyl ethers with high efficiency, enabling chemoselective ring contractions of macrocyclic crown ethers and unprecedented ring-closing metathesis of polyethylene glycols for polymer-selective degradation.
The Lewis superacid bis(perchlorocatecholato)silane catalyzes C-O bond metathesis of alkyl ethers with an efficiency outperforming all earlier reported systems. Chemoselective ring contractions of macrocyclic crown ethers enable substrate-specific transformations, and an unprecedented ring-closing metathesis of polyethylene glycols allows polymer-selective degradation. Quantum chemical computations scrutinize a high Lewis acidity paired with a simultaneous low propensity for polydentate substrate binding as critical for successful catalysis. Based on these mechanistic insights, a second-generation class of silicon Lewis superacid with enhanced efficacy is identified and demonstrated.
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