ArticleJournal of the American Chemical Society2025
Making Sense of Heteroatom Effects in π-π Interactions.
Article in Journal of the American Chemical Society, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
6 citing papers in PubMed.
- Supramolecular Arene-Perfluoroarene Assembly Enhances Photoiniferter Polymerization Kinetics.Angewandte Chemie (International ed. in English) · 2026Article
- Article
- Weak hydrogen bonding as the driver of aromatic hydration.Nature communications · 2026Article
- Special Issue "Heterocyclic Compounds: Synthesis, Design, and Biological Activity".International journal of molecular sciences · 2026Article
- π-π Stacking origin of irreversible dispersibility of graphene oxide.Nature communications · 2026Article
- Cooperation-Enhanced N-H···π Hydrogen Bonds: Liquid Pyrrole and Its Mixture with Benzene.The journal of physical chemistry letters · 2026Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Heteroatoms can profoundly impact the strength and preferred geometry of parallel and T-shaped interactions between aromatic systems. Understanding these heteroatom effects is vital for the rational design of everything from pharmaceuticals to asymmetric catalysts and organic materials. We first examine how the introduction of N:, NH, and C═O groups changes the shape of the relaxed interaction energy curve for the parallel-displaced benzene dimer. These heteroatom effects are shown to be (1) additive; (2) dependent primarily on the orientation of the heteroatom(s) relative to the displacement axis; and (3) driven by electrostatic effects. We then introduce a simple conceptual model to make sense of these results based on the interaction of a local dipole associated with each heteroatom with the electric field of the other aromatic system. Finally, we demonstrate how this model can be applied to complex parallel stacked dimers as well as T-shaped interactions, providing a way to make sense of heteroatom effects in π-π interactions without computations.
Identifiers
What Socratic 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 Socratic graph.