ArticleNature communications2024
Hydrogen bonding template enables remote meta-C-H alkenylation of nitroarenes with electron-deficient alkenes.
Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Nanogalvanic cell catalysts: bridging electrochemical and thermal catalysis.National science review · 2026Article
- Template-directed vertical photopolymerization for construction of triphenylamine-based poly(diacetylene) nanofibers.Nature communications · 2026Article
- Optimization of the External Directing Group Depending on the Substrates for the Regioselective C-H Alkenylation of Phenyl Ethers.Organic letters · 2026Article
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Authors and funding
8 authors.
Funding
Abstract
Regioselective distal C-H functionalization of nitroarenes by overriding proximal C-H activation has remained an unsolved challenge. Herein, we present a palladium-catalyzed meta-C-H alkenylation of nitroarene substrate, achieved through leveraging the non-covalent hydrogen bonding interactions. Urea-based templates comprising an elongated biphenyl linker designed in such a way that it interacts with nitro group via strong hydrogen bonding interaction, while a cyano based directing group is attached along the template to coordinate with the palladium center, thereby facilitating the activation of the remote meta-C-H bond of nitrobenzene. Computational mechanistic investigation and the analysis of non-covalent interaction deciphers the crucial role of H-bonding in regulating the regioselectivity.
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