On the Electrophilic Character of Molecules Through Its Relation with Electronegativity and Chemical Hardness

Overview

Journal Int J Mol Sci

Publisher MDPI

Specialties Biochemistry
Chemistry
Molecular Biology

Date 2012 Mar 13

PMID 22408445

Citations 6

Authors

Nazmul Islam

Dulal C Ghosh

Affiliations

Soon will be listed here.

Abstract

Electrophilicity is an intrinsic property of atoms and molecules. It probably originates logistically with the involvement in the physical process of electrostatics of soaked charge in electronic shells and the screened nuclear charge of atoms. Motivated by the existing view of conceptual density functional theory that similar to electronegativity and hardness equalization, there should be a physical process of equalization of electrophilicity during the chemical process of formation of hetero nuclear molecules, we have developed a new theoretical scheme and formula for evaluating the electrophilicity of hetero nuclear molecules. A comparative study with available bench marking reveals that the hypothesis of electrophilicity and equalization, and the present method of evaluating equalized electrophilicity, are scientifically promising.

Citing Articles

Elucidating the anti-cancer potential of essential oil against non-small cell lung cancer: A multifaceted approach involving GC-MS profiling, network pharmacology, and molecular dynamics simulations.

Mohanty D, Padhee S, Priyadarshini A, Champati B, Das P, Jena S Heliyon. 2024; 10(6):e28026.

PMID: 38533033 PMC: 10963383. DOI: 10.1016/j.heliyon.2024.e28026.

New inorganic inhibitors derived from cefotaxime to enhance corrosion resistance of mild steel in 3% NaCl.

Abd El-Zahir M, Soliman M, ELKady H, El-Sakka S, Orabi A Sci Rep. 2024; 14(1):950.

PMID: 38200055 PMC: 10781992. DOI: 10.1038/s41598-024-51275-5.

New organic dye-sensitized solar cells based on the D-A-π-A structure for efficient DSSCs: DFT/TD-DFT investigations.

Azaid A, Raftani M, Alaqarbeh M, Kacimi R, Abram T, Khaddam Y RSC Adv. 2022; 12(47):30626-30638.

PMID: 36337973 PMC: 9597288. DOI: 10.1039/d2ra05297k.

Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds.

Chouchene N, Toumi A, Boudriga S, Edziri H, Sobeh M, Abdelfattah M Molecules. 2022; 27(3).

PMID: 35163847 PMC: 8839074. DOI: 10.3390/molecules27030582.

Theoretical analysis of the structural and electronic properties of the interaction of boron nitride diamantane nanocrystal with the drug hydroxyurea as an anticancer drug.

Muhsen H, Almayyali A, Al-Mamoori A, Mahmood F J Mol Model. 2021; 27(3):90.

PMID: 33611723 DOI: 10.1007/s00894-021-04711-6.

References

Perez P . Relationship between superelectrophilicity and the electrophilicity index of isolated species. J Org Chem. 2004; 69(15):5048-53. DOI: 10.1021/jo049945f. View

De Vleeschouwer F, Van Speybroeck V, Waroquier M, Geerlings P, De Proft F . Electrophilicity and nucleophilicity index for radicals. Org Lett. 2007; 9(14):2721-4. DOI: 10.1021/ol071038k. View

Ayers P, Parr R . Local hardness equalization: exploiting the ambiguity. J Chem Phys. 2008; 128(18):184108. DOI: 10.1063/1.2918731. View

Padmanabhan J, Parthasarathi R, Subramanian V, Chattaraj P . Electrophilicity-based charge transfer descriptor. J Phys Chem A. 2007; 111(7):1358-61. DOI: 10.1021/jp0649549. View

Chamorro E, Chattaraj P, Fuentealba P . Variation of the Electrophilicity Index along the Reaction Path. J Phys Chem A. 2015; 107(36):7068-72. DOI: 10.1021/jp035435y. View

Putz M, Russo N, Sicilia E . On the applicability of the HSAB principle through the use of improved computational schemes for chemical hardness evaluation. J Comput Chem. 2004; 25(7):994-1003. DOI: 10.1002/jcc.20027. View

Chattaraj P, Sarkar U, Roy D . Electrophilicity index. Chem Rev. 2006; 106(6):2065-91. DOI: 10.1021/cr040109f. View

Plakhutin B, Davidson E . Koopmans' theorem in the restricted open-shell Hartree-Fock method. 1. A variational approach. J Phys Chem A. 2009; 113(45):12386-95. DOI: 10.1021/jp9002593. View

Sanderson R . An Interpretation of Bond Lengths and a Classification of Bonds. Science. 1951; 114(2973):670-2. DOI: 10.1126/science.114.2973.670. View

10.

Geerlings P, De Proft F, Langenaeker W . Conceptual density functional theory. Chem Rev. 2003; 103(5):1793-873. DOI: 10.1021/cr990029p. View

11.

Ayers P, Parr R . Beyond electronegativity and local hardness: Higher-order equalization criteria for determination of a ground-state electron density. J Chem Phys. 2008; 129(5):054111. DOI: 10.1063/1.2957900. View

12.

Plakhutin B, Gorelik E, Breslavskaya N . Koopmans' theorem in the ROHF method: canonical form for the Hartree-Fock Hamiltonian. J Chem Phys. 2006; 125(20):204110. DOI: 10.1063/1.2393223. View

13.

Noorizadeh S, Shakerzadeh E . A new scale of electronegativity based on electrophilicity index. J Phys Chem A. 2008; 112(15):3486-91. DOI: 10.1021/jp709877h. View

14.

Nalewajski R, Parr R . Information theory, atoms in molecules, and molecular similarity. Proc Natl Acad Sci U S A. 2000; 97(16):8879-82. PMC: 16789. DOI: 10.1073/pnas.97.16.8879. View

15.

von Szentpaly L . Ruling out any electrophilicity equalization principle. J Phys Chem A. 2011; 115(30):8528-31. DOI: 10.1021/jp203319y. View

16.

Chattaraj P, Giri S, Duley S . Comment on "Ruling out any electrophilicity equalization principle". J Phys Chem A. 2011; 116(1):790-1. DOI: 10.1021/jp208541x. View

17.

Maynard A, Huang M, Rice W, Covell D . Reactivity of the HIV-1 nucleocapsid protein p7 zinc finger domains from the perspective of density-functional theory. Proc Natl Acad Sci U S A. 1998; 95(20):11578-83. PMC: 21683. DOI: 10.1073/pnas.95.20.11578. View

18.

Morell C, Labet V, Grand A, Chermette H . Minimum electrophilicity principle: an analysis based upon the variation of both chemical potential and absolute hardness. Phys Chem Chem Phys. 2009; 11(18):3417-23. DOI: 10.1039/b818534d. View

19.

Ghosh S, Berkowitz M, Parr R . Transcription of ground-state density-functional theory into a local thermodynamics. Proc Natl Acad Sci U S A. 1984; 81(24):8028-31. PMC: 392287. DOI: 10.1073/pnas.81.24.8028. View