Silicon catalyzed C-O bond ring closing metathesis of polyethers
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 m...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
[November 2, 2022]
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| In: |
Angewandte Chemie. International edition
Year: 2022, Volume: 61, Issue: 44, Pages: 1-5 |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202210132 |
| Online Access: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/anie.202210132 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202210132 
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| Author Notes: | Nils Ansmann, Thaddäus Thorwart, and Lutz Greb |
| Summary: | 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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| Item Description: | First published: 15 September 2022 Gesehen am 20.12.2022 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3773 |
| DOI: | 10.1002/anie.202210132 |