DFT study including NBO, NLO response and reactivity descriptor of bis and tris (1,3-dithiole) tetrathiafulvalene

  • Tahar Abbaz Laboratory of Aquatic and Terrestrial Ecosystems, Org. and Bioorg. Chem. Group, University of Mohamed-Cherif Messaadia, Souk Ahras, 41000, Algeria
  • Amel Bendjeddou Laboratory of Aquatic and Terrestrial Ecosystems, Org. and Bioorg. Chem. Group, University of Mohamed-Cherif Messaadia, Souk Ahras, 41000, Algeria
  • Didier Villemin Laboratory of Molecular and Thio-Organic Chemistry, UMR CNRS 6507, INC3M, FR 3038, Labex EMC3, ensicaen & University of Caen, Caen 14050, France

Abstract

We present a density functional theory (DFT) study on the reactivity of bis and tris (1,3-dithiole) TTF 1-4 by using B3LYP/6-31G (d,p) level. The possible electrophile and nucleophile attacking sites of the title compounds is identiï¬ed using MEP surface plot study. Highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy gaps were calculated to explain the frontier molecular orbitals and to predict the quantum chemical descriptors. Local reactivity properties have been investigated using average local ionization energies and Fukui functions. Natural Bond Orbital analysis was computed and possible transitions were correlated with the electronic transitions. The calculated ï¬rst hyperpolarizability (β0) of bis and tris (1,3-dithiole) TTF molecules, indicates that investigated molecules might have not the NLO applications.

Keywords: tetrathiafulvalenes; density functional theory; computational chemistry; quantum chemical calculations.

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Author Biographies

Tahar Abbaz, Laboratory of Aquatic and Terrestrial Ecosystems, Org. and Bioorg. Chem. Group, University of Mohamed-Cherif Messaadia, Souk Ahras, 41000, Algeria
Laboratory of Aquatic and Terrestrial Ecosystems, Org. and Bioorg. Chem. Group, University of Mohamed-Cherif Messaadia, Souk Ahras, 41000, Algeria
Amel Bendjeddou, Laboratory of Aquatic and Terrestrial Ecosystems, Org. and Bioorg. Chem. Group, University of Mohamed-Cherif Messaadia, Souk Ahras, 41000, Algeria
Laboratory of Aquatic and Terrestrial Ecosystems, Org. and Bioorg. Chem. Group, University of Mohamed-Cherif Messaadia, Souk Ahras, 41000, Algeria
Didier Villemin, Laboratory of Molecular and Thio-Organic Chemistry, UMR CNRS 6507, INC3M, FR 3038, Labex EMC3, ensicaen & University of Caen, Caen 14050, France
Laboratory of Molecular and Thio-Organic Chemistry, UMR CNRS 6507, INC3M, FR 3038, Labex EMC3, ensicaen & University of Caen, Caen 14050, France

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Abbaz T, Bendjeddou A, Villemin D. DFT study including NBO, NLO response and reactivity descriptor of bis and tris (1,3-dithiole) tetrathiafulvalene. JDDT [Internet]. 14May2018 [cited 5Aug.2021];8(3):96-05. Available from: https://jddtonline.info/index.php/jddt/article/view/1716