Design, Synthesis of E-N-substituted-dichlorobenzylidene-2-(pyrrolidin-1-yl)ethanamine Schiff bases derivative and their DFT studies

• Published in: IOP conference series. Materials Science and Engineering 2021-02, Vol.1070 (1), p.12015
• Main Authors: Jeyashri, KR, Dhineshkumar, E, Logeshwari, G, Enbaraj, E, Ramyadevi, VJ, Manikandana, H, Seenivasan, M, Rajathi, V, Chakkaravarthy, J, Govindaraju, R
• Format: Article
• Language: English
• Subjects: Density functional theory; DFT; FT-IR; Imines; Infrared spectroscopy; Melting points; NLO; NMR; pyrrolidin; Reactivity; Schiff base; Spectrum analysis; Thin layer chromatography
• ISSN: 1757-8981; 1757-899X
• DOI: 10.1088/1757-899X/1070/1/012015

Three Schiff bases were synthesized with ethanamine through the reaction of various benzaldehydes. The characterization of these compounds was carried out using IR spectroscopy, molecular measurements, thin-layer chromatography, melting point determination, and other physical attributes. IR spectra show the frequency of stretching from 1619 to 1626 cm−1 for imino groups (C=N) that are typical of Schiff bases. The spectral findings obtained were confirmed by molecular observations using the density functional theory (DFT) based on B3LYP/6-31G (d, p) and were carried out prior to experimental work. In order to approximate the relative stability and reactivity of synthesized compounds 1-3, global descriptors of DFT chemical reactivity were measured and used. Furthermore, compounds 1-3, MEP maps, and orbitals of the molecular frontier were carried out and the results obtained were consistent with the electronic properties. DFT measurements indicate a strong correlation with Schiff bases derived from chemical reactivity descriptors.