ArticleNature chemistry2016
Influence of the leaving group on the dynamics of a gas-phase SN2 reaction.
Article in Nature chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed.
- Programmable Leaving Group Controlled Skeletal Editing of Pyrroles into Pyridines via Sulfenylcarbenes.ACS organic & inorganic Au · 2026Article
- Leaving-Group Effects in SACS physical chemistry Au · 2026Article
- Unveiling a flip-over retention mechanism in the gas-phase ClNature communications · 2026Article
- A dynamic isotope effect in the nucleophilic substitution reaction between FNature communications · 2025Article
- Benchmark Ab Initio Mapping of the FThe journal of physical chemistry. A · 2024Article
- Roundabout Mechanism of Ion-Molecule Nucleophilic Substitution Reactions.ACS physical chemistry Au · 2024Review
- Demethylation C-C coupling reaction facilitated by the repulsive Coulomb force between two cations.Nature communications · 2024Article
- E2/SPrecision chemistry · 2023Article
- Effects of Methyl Substitution and Leaving Group on E2/SMolecules (Basel, Switzerland) · 2023Article
- Imaging Frontside and Backside Attack in Radical Ion-Molecule Reactive Scattering.The journal of physical chemistry. A · 2023Article
- Dynamics of the Oxygen Atom Transfer Reaction between Carbon Dioxide and the Tantalum Cation.The journal of physical chemistry letters · 2023Article
- Imaging the Atomistic Dynamics of Single Proton Transfer and Combined Hydrogen/Proton Transfer in the OThe journal of physical chemistry. A · 2022Article
- A real space picture of the role of steric effects in SJournal of computational chemistry · 2022Article
- SThe journal of physical chemistry. A · 2022Article
- Computational Studies of Coinage Metal Anion MMolecules (Basel, Switzerland) · 2022Article
- High-Level Systematic Ab Initio Comparison of Carbon- and Silicon-Centered SThe journal of physical chemistry. A · 2021Article
- Uncovering an oxide ion substitution for the OHChemical science · 2021Article
- Fifty years of nucleophilic substitution in the gas phase.Mass spectrometry reviews · 2021Review
- First-Principles Reaction Dynamics beyond Six-Atom Systems.The journal of physical chemistry. A · 2021Article
- Facilitated inversion complicates the stereodynamics of an SChemical science · 2021Article
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
In addition to the nucleophile and solvent, the leaving group has a significant influence on SN2 nucleophilic substitution reactions. Its role is frequently discussed with respect to reactivity, but its influence on the reaction dynamics remains unclear. Here, we uncover the influence of the leaving group on the gas-phase dynamics of SN2 reactions in a combined approach of crossed-beam imaging and dynamics simulations. We have studied the reaction F(-) + CH3Cl and compared it to F(-) + CH3I. For the two leaving groups, Cl and I, we find very similar structures and energetics, but the dynamics show qualitatively different features. Simple scaling of the leaving group mass does not explain these differences. Instead, the relevant impact parameters for the reaction mechanisms are found to be crucial and the differences are attributed to the relative orientation of the approaching reactants. This effect occurs on short timescales and may also prevail in solution-phase conditions.
Identifiers
26791898What OpenQuestion holds
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.