The Impact of Substitution of Diphenyl Dialumene on the Molecular Structure and Energetic Properties

Salma Babikir; Sahar Abdalla; Wefag Mohamed; Yunusa Umar

doi:10.22146/ijc.90006

The Impact of Substitution of Diphenyl Dialumene on the Molecular Structure and Energetic Properties

https://doi.org/10.22146/ijc.90006

Salma Babikir⁽¹⁾, Sahar Abdalla^(2*), Wefag Mohamed⁽³⁾, Yunusa Umar⁽⁴⁾

(1) Department of Chemistry, Faculty of Education, Khartoum University, Khartoum 11115, Sudan
(2) Department of Chemistry, College of Science, Imam Mohammad Ibn Saud Islamic University (IMSIU), Riyadh 11623, Saudi Arabia; Department of Chemistry, Faculty of Science, Khartoum University, Khartoum 11115, Sudan
(3) Department of Chemistry, Faculty of Education, Khartoum University, Khartoum 11115, Sudan
(4) Department of Chemical Engineering, Jubail Industrial College, Jubail Industrial City, Jubail 31961, Saudi Arabia
(*) Corresponding Author

Abstract

The molecular structure, energetic properties, electronic, and vibrational spectroscopy of meta-substituted phenyl dialumene, DPD (Ar–Al=Al–Ar; Ar of the formula C₆H₅X₂, where X = H, CH₃, NH₂, OH, F, Cl, Br, NO₂, and COOH) are investigated by DFT. The singlet states of unsubstituted and substituted DPD adopt trans-planar geometry, while the triplet states adopt non-planar trans-bent geometry. The Al=Al bond length of unsubstituted DPD-H in a singlet state is calculated to be 2.734 Å, and there is no systematic and significant change upon substitution (2.734–2.744 Å). The substitution affects the absolute energy, ionization potential, electron affinity, and reorganization energy. The wavelength of maximum absorbance of DPD-H is determined to be 443 nm, and the substitute analogues DPD-X (X = OH, F, Cl, Br, NO₂, CHO, COOH) show a hypsochromic shift, while DPD-CH₃ and DPD-NH₂ exhibit a bathochromic effect. The HOMO to LUMO+1 transition is the major transition for the meta-substituted DPD, except for X=NO₂, where the transition is to LUMO+2. Considering the reorganization energy values, meta-substituted DPD can be useful as hole transporters. In addition, the theoretical data will aid in predicting the behavior of this class of compounds, facilitating the design and synthesis of similar compounds with desired properties.

Keywords

dialumene; DFT; electron affinity (EA); ionization potential (IP); molecular structure; potential energy distribution; reorganization energy

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DOI: https://doi.org/10.22146/ijc.90006