ArticleChemical science2019
Highly selective palladium-catalyzed one-pot, five-fold B-H/C-H cross coupling of monocarboranes with alkenes.
Article in Chemical science, 2019. 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.
- Noncatalyzed Intramolecular B-N and B-O Cross-Coupling of "Inert" Carboranes Lead to the Formation of an Unusual Oxoborane, via Reversible Cluster C-B Bond Scission.Journal of the American Chemical Society · 2025Article
- Electrochemical Cage Activation of Carboranes.Angewandte Chemie (International ed. in English) · 2022Review
- Natural-Product-Directed Catalytic Stereoselective Synthesis of Functionalized Fused Borane Cluster-Oxazoles for the Discovery of Bactericidal Agents.ACS central science · 2022Article
- Metal-catalyzed B-H acylmethylation of pyridylcarboranes: access to carborane-fused indoliziniums and quinoliziniums.Chemical science · 2021Article
- ElectrooxidativeChemical science · 2021Article
- Expanding the Scope of Palladium-Catalyzed B - N Cross-Coupling Chemistry in Carboranes.Organometallics · 2020Article
- Regioselective B(3,4)-H arylation ofChemical science · 2020Article
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Palladium-catalyzed dehydrogenative B-H/C-H cross coupling of monocarborane anions with alkenes is reported, allowing for the first time the isolation of selectively penta-alkenylated boron clusters. The reaction cascade is regioselective for the cage positions, leading directly to B2-6 functionalization. Under mild and convenient conditions, styrenes, benzylic alkenes and aliphatic alkenes are demonstrated to be viable coupling partners with exclusive vinyl-type B-C bond formation. Multiple subsequent transformations provide access to directing group-free products, chiral derivatives and penta-alkylated cages. The five-fold coupling, combined with the latter reactions, represents a powerful methodology for the straightforward synthesis of new classes of boron clusters.
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Registered trials
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