ArticleAngewandte Chemie (International ed. in English)2020
Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- C─S Bond Formation of Aryl Germanes.Angewandte Chemie (International ed. in English) · 2026Article
- Regiodivergent Hydrogermylation of Alkynes Enabled by Dinuclear Cobalt Catalysts Bearing Different Ligands.Angewandte Chemie (International ed. in English) · 2026Article
- Friedel-Crafts-Type Electrophilic Radiocyanation of (Hetero)arenes.Organic letters · 2026Article
- Catalytic aromatic C-H borylation via strained Si and Ge metallacycles.Nature communications · 2025Article
- Germanyl triazoles as a platform for CuAAC diversification and chemoselective orthogonal cross-coupling.Beilstein journal of organic chemistry · 2024Article
- Site-Selective Nitration of Aryl Germanes at Room Temperature.Organic letters · 2023Article
- Access to Unsaturated Organogermanes via (De)Hydrosilylation Mediated by Cobalt Complexes.Organic letters · 2023Article
- Article
- Modular Generation of (Iodinated) Polyarenes Using Triethylgermane as Orthogonal Masking Group.Angewandte Chemie (International ed. in English) · 2022Article
- The dioxasilepanyl group as a versatile organometallic unit: studies on stability, reactivity, and utility.Chemical science · 2021Article
- Catalysis with Palladium(I) Dimers.Angewandte Chemie (International ed. in English) · 2021Review
- Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations.Angewandte Chemie (International ed. in English) · 2020Article
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Authors and funding
3 authors.
Funding
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Abstract
While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.
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