ArticleChemical science2020
Rationalizing the diverse reactivity of [1.1.1]propellane through σ-π-delocalization.
Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed.
- Diradical Character of Cyclic Allenes Enables Their Thermal (2 + 2) Cycloadditions.Journal of the American Chemical Society · 2026Article
- PhotocatalyticOrganic letters · 2026Article
- Hetero[3.1.1]propellanes.Nature chemistry · 2026Article
- Propellane-free access to bicyclo[1.1.1]pentanes.Nature communications · 2026Review
- Bicyclo[1.1.1]pentane Ketones via Friedel-Crafts Acylation.The Journal of organic chemistry · 2026Article
- Nickel-catalyzed radical relay enabled chemoselective fluoroalkyl-borylation of [1.1.1]propellane under kinetic control.Science advances · 2026Article
- Dibromocarbene addition to bicyclo[1.1.0]butanes: A facile route to substituted bicyclo[1.1.1]pentanes.Proceedings of the National Academy of Sciences of the United States of America · 2025Article
- [2,3]-Sigmatropic rearrangement with [1.1.1]propellane.Nature communications · 2025Article
- Ability of strained C atoms to act as an electron donor.Chemical science · 2025Article
- Strain-Releasing Ring-Opening Diphosphinations for the Synthesis of Diphosphine Ligands with Cyclic Backbones.JACS Au · 2024Article
- Three-dimensional saturated C(spNature reviews. Chemistry · 2024Review
- Beyond Strain Release: Delocalization-Enabled Organic Reactivity.The Journal of organic chemistry · 2024Article
- α-Amino bicycloalkylation through organophotoredox catalysis.Chemical science · 2024Article
- Review
- Nickel-Mediated Alkyl-, Acyl-, and Sulfonylcyanation of [1.1.1]Propellane.Chem catalysis · 2023Article
- Magnetic Shielding Analysis of Bonding in [1.1.1]Propellane.The journal of physical chemistry. A · 2023Article
- Strain-Release Pentafluorosulfanylation and Tetrafluoro(aryl)sulfanylation of [1.1.1]Propellane: Reactivity and Structural Insight.Angewandte Chemie (International ed. in English) · 2022Article
- Article
- On-DNA Hydroalkylation to Introduce Diverse Bicyclo[1.1.1]pentanes and Abundant Alkyls via Halogen Atom Transfer.Journal of the American Chemical Society · 2022Article
- Electrophilic Activation of [1.1.1]Propellane for the Synthesis of Nitrogen-Substituted Bicyclo[1.1.1]pentanes.Angewandte Chemie (International ed. in English) · 2022Article
Corrections and comments
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
[1.1.1]Propellane is the ubiquitous precursor to bicyclo[1.1.1]pentanes (BCPs), motifs of high value in pharmaceutical and materials research. The classical Lewis representation of this molecule places an inter-bridgehead C-C bond along its central axis; 'strain relief'-driven cleavage of this bond is commonly thought to enable reactions with nucleophiles, radicals and electrophiles. We propose that this broad reactivity profile instead derives from σ-π-delocalization of electron density in [1.1.1]propellane. Using
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