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Electrophilicity Index
Abstract
Prompted by a recent paper by Maynard and co-workers (Maynard, A. T.; Huang, M.; Rice, W. G.; Covel, D. G. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 11578), we propose that a specific property of a chemical species, the square of its electronegativity divided by its chemical hardness, be taken as defining its electrophilicity index. We tabulate this quantity for a number of atomic and molecular species, for two different models of the energy−electron number relationships, and we show that it measures the second-order energy change of an electrophile as it is saturated with electrons.
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Citations
Cited by
Jackson, P. A., Widen, J. C., Harki, D. A., & Brummond, K. M. (2017) · Journal of Medicinal Chemistry · doi:10.1021/acs.jmedchem.6b00788 · Cited by 588
Miar, M., Shiroudi, A., Pourshamsian, K., Oliaey, A. R., & Hatamjafari, F. (2021) · Journal of Chemical Research · doi:10.1177/1747519820932091 · Cited by 580
Recent advances in heavy metal removal by chitosan based adsorbents
Upadhyay, U., Sreedhar, I., Singh, S. A., Patel, C. M., & Anitha, K. L. (2021) · Carbohydrate Polymers · doi:10.1016/j.carbpol.2020.117000 · Cited by 532
Conceptual density functional theory: status, prospects, issues
Geerlings, P., Chamorro, E., Chattaraj, P. K., De Proft, F., Gázquez, J. L., Liu, S., Morell, C., Toro-Labbé, A., Vela, A., & Ayers, P. (2020) · Theoretical Chemistry Accounts · doi:10.1007/s00214-020-2546-7 · Cited by 459
Self-citationFormation and signaling actions of electrophilic lipids
Schopfer, F. J., Cipollina, C., & Freeman, B. A. (2011) · Chemical Reviews · doi:10.1021/cr200131e · Cited by 299
Metadata
- Authors
- Parr, R. G., Szentpály, L. V., & Liu, S.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1999-02-18
- Volume
- 121
- Issue
- 9
- Pages
- 1922-1924
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W4231649355
- Cited by
- 7,465
- References
- 0
- FWCI
- 6.74
- Type
- journal article
- Language
- en
- Open access
- closed
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- Parr, R. G., Szentpály, L. V., & Liu, S. (1999). Electrophilicity Index. Journal of the American Chemical Society. https://doi.org/10.1021/ja983494x
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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
