ArticleChemical science2021
The transformations of a methylene-bridged bis-triazolium salt: a mesoionic carbene based metallocage and analogues of TCNE and NacNac.
Article in Chemical science, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Methylene-Linked Triazolylidenes as Cooperative Ligands in Manganese-CatalyzedInorganic chemistry · 2026Article
- The Chemistry of Polynuclear SilverCoordination chemistry reviews · 2025Article
- Activation and Fixation of Atmospheric COChemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Gauging Radical Stabilization with Carbenes.Angewandte Chemie (International ed. in English) · 2022Article
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5 authors.
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Abstract
Unusual and unexpected chemical transformations often provide access to completely new types of functional molecules. We report here the synthesis of a methylene-bridged bis-triazolium salt designed as a precursor for a new bis-mesoionic carbene (MIC) ligand. The direct metalation with silver oxide led to the isolation and crystallographic characterization of a cationic tetranuclear octacarbene-silver(i) complex. During metalation the formal bis-MIC precursor undergoes significant structural changes and chemical transformations. A combined synthetic, crystallographic and (spectro-)electrochemical approach is used to elucidate the mechanistic pathway: starting from the methylene-bridged bis-triazolium salt a single deprotonation leads to a NacNac analogue, which is followed by a redox-induced radical dimerization reaction, generating a new tetra-MIC ligand coordinated to silver(i) central atoms. Decomplexation led to the isolation of the corresponding tetratriazoliumethylene, a profoundly electron-poor alkene, which is an analogue of TCNE.
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