ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Tuning the π-Accepting Properties of Mesoionic Carbenes: A Combined Computational and Experimental Study.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Stable in Four Oxidation States: Exploring the Redox-Variability of Molybdenum and Tungsten Triazolylidene Complexes.Inorganic chemistry · 2026Article
- Mesoionic N-Heterocyclic Olefins, Imines, Thiones, Phosphinidenes and Their Application in Catalysis.Angewandte Chemie (International ed. in English) · 2026Review
- Combining Donor Strength and Oxidative Stability in Scorpionates: A Strongly Donating Fluorinated Mesoionic Tris(imidazol-5-ylidene)borate Ligand.Inorganic chemistry · 2023Article
- Gauging Radical Stabilization with Carbenes.Angewandte Chemie (International ed. in English) · 2022Article
- A Mesoionic Diselenolene Anion and the Corresponding Radical Dianion.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Mesoionic Carbenes in Low- to High-Valent Vanadium Chemistry.Inorganic chemistry · 2021Article
- Tuning the π-Accepting Properties of Mesoionic Carbenes: A Combined Computational and Experimental Study.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
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7 authors.
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Abstract
Mesoionic imidazolylidenes are recognized as excellent electron-donating ligands in organometallic and main group chemistry. However, these carbene ligands typically show poor π-accepting properties. A computational analysis of 71 mesoionic imidazolylidenes that bear different aryl or heteroaryl substituents in C2 position was performed. The study has revealed that a diphenyltriazinyl (Dpt) substituent renders the corresponding carbene particularly π-acidic. The computational results could be corroborated experimentally. A mesoionic imidazolylidene with a Dpt substituent was found to be a better σ-donor and a better π-acceptor compared to an Arduengo-type N-heterocyclic carbene. To demonstrate the utility of the new carbene, the ligand was used to stabilize a low-valent paramagnetic tin compound.
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