ArticleAngewandte Chemie (International ed. in English)2022
Gauging Radical Stabilization with Carbenes.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 38 citations in OpenAlex.
- The crystalline radical anion salt of a free N-heterocyclic carbene.Chemical science · 2026Article
- Overcrowded Alkene Photo-Redox-Switches Based on Quinolinium/Carbene Building Blocks.Angewandte Chemie (International ed. in English) · 2026Article
- From [NHC─H]Angewandte Chemie (International ed. in English) · 2026Article
- Article
- Hidden Diradical: Conformational Switch for Solvatochromic NIR Emission With Unity Quantum Yield in Thiele's Hydrocarbon.Angewandte Chemie (International ed. in English) · 2026Article
- N-Heterocyclic Carbenes: A Benchmark Study on their Singlet-Triplet Energy Gap as a Critical Molecular Descriptor.Chemphyschem : a European journal of chemical physics and physical chemistry · 2025Article
- Mixed Valence {NiJournal of the American Chemical Society · 2024Article
- Single electron reduction of NHC-COChemical science · 2024Article
- NMR "Finger Prints" of N-Heterocyclic Carbenes, DFT Analysis: Scopes and Limitations.Molecules (Basel, Switzerland) · 2023Article
- A Blueprint for the Stabilization of Sub-Valent Alkaline Earth Complexes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- (CAAC)Pd(py) Catalysts Disproportionate to Pd(CAAC)Organometallics · 2023Article
- Carbene Radicals in Transition-Metal-Catalyzed Reactions.ACS catalysis · 2023Review
- Crystalline Anions Based on Classical N-Heterocyclic Carbenes.Angewandte Chemie (International ed. in English) · 2023Article
- A Potent Auto-Umpolung Ligand for Conjugative Radical Stabilization.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Reply to the 'Comment on "The oxidation state in low-valent beryllium and magnesium compounds"' by S. Pan and G. Frenking,Chemical science · 2023Article
- Gauging Radical Stabilization with Carbenes.Angewandte Chemie (International ed. in English) · 2022Article
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
Abstract
Carbenes, including N-heterocyclic carbene (NHC) ligands, are used extensively to stabilize open-shell transition metal complexes and organic radicals. Yet, it remains unknown, which carbene stabilizes a radical well and, thus, how to design radical-stabilizing C-donor ligands. With the large variety of C-donor ligands experimentally investigated and their electronic properties established, we report herein their radical-stabilizing effect. We show that radical stabilization can be understood by a captodative frontier orbital description involving π-donation to- and π-donation from the carbenes. This picture sheds a new perspective on NHC chemistry, where π-donor effects usually are assumed to be negligible. Further, it allows for the intuitive prediction of the thermodynamic stability of covalent radicals of main group- and transition metal carbene complexes, and the quantification of redox non-innocence.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.