The DOI matches its Crossref record; 2 of the 2 references it cites were found in a registry or an index.
Relation between the Substituent Effect and Aromaticity
Abstract
Molecular geometries of benzene and its 18 monosubstituted derivatives were optimized at B3LYP/6-311+G** level of theory. The changes of pi-electron delocalization of the benzene fragment were estimated by use of aromatic stabilization energies (ASE) based on different homodesmotic reaction schemes, geometry-based HOMA model, magnetism-based NICS, NICS(1), NICS(1)zz, and an electronic delocalization index, PDI, derived from the AIM theory. Apart from aromatic stabilization energies the other descriptors of aromaticity vary to a very small extent, indicating high resistance of the pi-electron structure to the substituent effect. This is somewhat analogous to a tendency of benzene systems to retain their initial pi-electron structure during the reaction course that leads to aromatic substitution.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Krygowski, T. M. (1993) · Journal of Chemical Information and Computer Sciences · doi:10.1021/ci00011a011 · Cited by 1,320
Self-citationTo What Extent Can Aromaticity Be Defined Uniquely?
Cyrañski, M. K., Krygowski, T. M., Katritzky, A. R., & Schleyer, P. V. R. (2002) · The Journal of Organic Chemistry · doi:10.1021/jo016255s · Cited by 727
Self-citation
Cited by
Which NICS Aromaticity Index for Planar π Rings Is Best?
Fallah-Bagher-Shaidaei, H., Wannere, C. S., Corminboeuf, C., Puchta, R., & Schleyer, P. V. R. (2006) · Organic Letters · doi:10.1021/ol0529546 · Cited by 1,257
Poater, J., Duran, M., Solà, M., & Silvi, B. (2005) · Chemical Reviews · doi:10.1021/cr030085x · Cited by 803
Self-citationMagnetic criteria of aromaticity
Gershoni-Poranne, R., & Stanger, A. (2015) · Chem. Soc. Rev. · doi:10.1039/c5cs00114e · Cited by 494
Advanced oxidation processes for the removal of mono and polycyclic aromatic hydrocarbons—A review
Rayaroth, M. P., Marchel, M., & Boczkaj, G. (2023) · Science of The Total Environment · doi:10.1016/j.scitotenv.2022.159043 · Cited by 158
Computational Study of Bond Dissociation Enthalpies for Substituted β‐O‐4 Lignin Model Compounds
Younker, J. M., Beste, A., & Buchanan, A. C. (2011) · ChemPhysChem · doi:10.1002/cphc.201100477 · Cited by 106
Metadata
- Authors
- Krygowski, T. M., Ejsmont, K., Stepień, B. T., Cyrański, M. K., Poater, J., & Solà, M.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 2004-09-10
- Volume
- 69
- Issue
- 20
- Pages
- 6634-6640
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W2063068258
- Cited by
- 193
- References
- 2
- FWCI
- 5.08
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
How to cite
Cite CoChat for the checks on this page, and the paper for its own findings.
- This page
- CoChat. (2026). Citation check: Relation between the Substituent Effect and Aromaticity. https://app.cochat.ai/papers/10.1021/jo0492113
- The paper
- Krygowski, T. M., Ejsmont, K., Stepień, B. T., Cyrański, M. K., Poater, J., & Solà, M. (2004). Relation between the Substituent Effect and Aromaticity. The Journal of Organic Chemistry. https://doi.org/10.1021/jo0492113
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
