Multiparametric Investigations on Solvation Behaviour and Spectral Shifts of Symmetric Aromatic Diselenides: A case study of Diphenyldiselenide

ABSTRACT

Decorating symmetric aromatic diselenide motif such as in diphenyldiselenide (DPDSe) with diverse supra-functionalities provides a plethora of bioactivities for pharmacological applications. Solvent studies of bioactive molecules are vital descriptors for their drug development as these can predict the drug–target interaction. This study aims to evaluate the influence of intermolecular interactional forces on the solvation behaviour and spectral shifts of DPDSe. The solvation behaviour of DPDSe was evaluated primarily via solvent polarity and solvent parameters. The observed solvatochromic shifts were analysed with various solvent study models, of which Kamlet–Taft and Catalan models were found to be most suitable for describing intermolecular interactions of DPDSe. The experimental data suggest an overall red shift with increasing solvent polarity. Moreover, data analysis using solvatochromic models predict negative coefficients for solvent dipolarity (π*) and solvent polarisabilities (SP) and (SdP). The studied dipole moment values indicate the more polar nature of DPDSe in the excited state relative to the ground state, further corroborating the observed bathochromic shift with increasing solvent polarity.

KEYWORDS:

• Diphenyldiselenide
• Kamlet–Taft and Catalan models
• solvatochromic studies

Acknowledgments

MAR thankfully acknowledges DST GOI for SURE proposal Funding (file no. SUR/2022/004046). Authors are also thankful to the Department of Chemistry for providing the necessary instrument facilities for the completion of this work. Authors R and MM are thankful to CSIR, India and UGC, India for the fellowship awarded through grant no. 09/100(0245)/2019-EMR-I and 196/CSIR-UGC NET DEC 2018, respectively.

Disclosure statement

No potential conflict of interest was reported by the authors.

Supplementary material

Supplemental data for this article can be accessed online at https://doi.org/10.1080/00319104.2023.2248343

Additional information

Funding

This work was supported by the Council of Scientific and Industrial Research, India; Department of Science and Technology, Ministry of Science and Technology, India [SUR/2022/004046]; University Grants Commission.