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Does P and Se doping effect molecular properties of S,N-heteroacene?

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Abstract

In the present work the effect of doping of P and Se on the reactivity and aromaticity of a few S,N-heteroacenes are discussed in the light of density functional theory (DFT) and conceptual density functional theory (CDFT). Reactivity parameters, hardness (η) and electrophilicity (ω), chemical potential (μ) and energy of the HOMO (highest occupied molecular orbital, EHOMO) are calculated to measure stability and reactive nature of the compounds. Doping of ‘Se’ in thiophene ring has no prominent effect on HOMO and LUMO energy (lowest unoccupied molecular orbital, ELUMO) of S,N-heteroacenes. Interestingly, there is a significant HOMO-LUMO energy gap reduction when ‘N’ of pyrrole ring is doped with ‘P’. A steady decrease in the η values with respect to the size of the S,N-heteroacenes indicates the greater reactivity of larger acene systems. Nucleus independent chemical shift (NICS) advocates that doping of P exerts remarkable impact on the aromaticity of the concerned ring and overall aromaticity of the species. Time dependent density functional theory (TDDFT) study suggests decrease in absorption maxima with the increasing size of the oligomers.

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  1. Department of Chemistry, Royal Global University, 781035, Guwahati, Assam, India

    Pubalee Sarmah

  2. Department of Chemistry, Handique Girls’ College, 781001, Guwahati, Assam, India

    Bapan Saha

  3. Department of Chemistry, Arya Vidyapeeth College, 781016, Guwahati, Assam, India

    Pradip Kr. Bhattacharyya

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All the three authors were involved in doing computations/calculations of the molecules. Pubalee Sarmah and Bapan Saha wrote the main manuscript.

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Correspondence to Bapan Saha or Pradip Kr. Bhattacharyya.

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Sarmah, P., Saha, B. & Bhattacharyya, P.K. Does P and Se doping effect molecular properties of S,N-heteroacene?. Struct Chem (2023). https://doi.org/10.1007/s11224-023-02227-8

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