Experimental and DFT study on pyrrole tosylhydrazones

Synthesis, spectral analysis, molecular docking and DFT studies of 3-(2, 6-dichlorophenyl)-acrylamide and its dimer through QTAIM approach

“…IR spectrum was recorded as thin films or in KBr arrangement with a Perkin-Elmer Spectrum RX-1 (4000-450 cm À1 ) spectrophotometer. 1 H and 13 C NMR spectra were recorded through Bruker DRX 400 MHz in DMSO-d 6 solvent. Chemical shift value of titled compound was calculated in ppm with respect to TMS (tetramethylsilane) and peaks were denoted; s (singlet), d (doublet), t (triplet), dd (double doublet), m (multiplet); J in Hz.…”

“…1 H NMR spectrum is a significant tool for identifying different types of protons and also explains the electronic environment around the proton. 13 C NMR spectrum delivers sufficient structural information with respect to various carbon atoms present in the compound [23,24]. 1 H and 13 C NMR chemical shifts were calculated at B3LYP/6-31G (d, p) using gauge-including atomic orbital (GIAO) approach in DMSO-d 6 solvent.…”

“…13 C NMR spectrum delivers sufficient structural information with respect to various carbon atoms present in the compound [23,24]. 1 H and 13 C NMR chemical shifts were calculated at B3LYP/6-31G (d, p) using gauge-including atomic orbital (GIAO) approach in DMSO-d 6 solvent. In 1 H NMR spectrum of compound 3 (see Table 1), one proton broad singlet found at δ 10.31-10.05 ppm suggest the presence of N-H (H-20) proton.…”

“…In the case of α-β unsaturated alkene the appearance of δ 7.49-7.45 ppm (1H, doublet) and the appearance of δ 6.55-6.51 ppm (1H, doublet) suggest the presence of (¼CH) for H-18,H-19 respectively and one multiplet (2H) in the range of δ 7.54-7.52 ppm for H-16 and H-17 and appearance of one triplet (1H) proton in the range of δ 7.39-7.35 for H-15 and one proton broad singlet found at δ 2.52-2.50 ppm suggest the presence of -OH (H-21). In 13 C NMR spectrum of compound 3 (see Table 2), signals for C-7 and C-8 carbons at δ 134.1 and 128.1 ppm respectively and for C-3 and C-5 at δ 132.0 (2C) and for C2 and C-6 at δ 130.8 (2C) for C-4 at δ 132.4 and the carbons of C-1 and C-11 at δ 129,3 and δ 162.0 ppm. The experimental data for 1 H NMR and 13 C NMR spectrum can be seen in Figures S1 and S2 of the Supplementary Information (SI).…”

“…Since, molecule showing excellent nonlinear optical properties is used in optoelectronic devices, optical modulation, molecular switching, optical memory and frequency doubling [ 11 , 12 ]. By optimizing donor-acceptor strength of the π-conjugated systems, the non-linear optical (NLO) result of a molecule can be enhanced and synthetically modelled [ 13 ]. The quantum chemical calculations (QCCs) are playing significant role for understanding of the electronic polarization and intermolecular interactions.…”