doi: 10.1021/acs.joc.8b02861.
Epub 2019 Jan 8.
"Snapshots" of Intramolecular Electron Transfer in Redox Tag-Guided [2 + 2] Cycloadditions
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- PMID: 30586304
- DOI: 10.1021/acs.joc.8b02861
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"Snapshots" of Intramolecular Electron Transfer in Redox Tag-Guided [2 + 2] Cycloadditions
J Org Chem.
.
Abstract
Although single electron transfer (SET) is widely illustrated in formal expressions, it is not rationally supported by computational studies. The present work provided "snapshots" of intramolecular SET in redox tag-guided [2 + 2] cycloadditions, enabled by density functional theory calculations. Significant shifts of spin and positive charge are observed in relation to the carbon-carbon bond formation in the cyclobutyl framework, which is in excellent accordance with a formal expression of the reaction mechanism.
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