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- Title
Acid‐Catalyzed Carbene Transfer from Diazo Compounds: Carbocation versus Carbene as Key Intermediate.
- Authors
Qu, Zheng‐Wang; Zhu, Hui; Grimme, Stefan
- Abstract
An efficient mechanism for the acid‐catalyzed formal carbene transfer from diazo compounds to nucleophilic substrates is disclosed by DFT calculations. In sharp contrast to recent proposal via neutral carbene‐like intermediates, the new mechanism involves selective diazo C‐protonation to form catalytic electrophilic carbocations, thus enabling a broad choice of metal‐free acid catalysts and nucleophilic substrates.
- Subjects
CARBOCATIONS; ACID catalysts; DIAZO compounds; CARBENE synthesis
- Publication
European Journal of Organic Chemistry, 2022, Vol 2022, Issue 17, p1
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202200408