A mixed experimental and DFT study on ethyl 4-[3-(4-dimethylamino-phenyl)-acryloyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate

A new pyrrole containing chalcone, ethyl 4-[3-(4-dimethylamino-phenyl)-acryloyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate (EDPADPC) derived from ethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylate and 4-dimethylamino-benzaldehyde has been characterized by spectroscopic techniques (1H NMR, UV–Visible, FT-IR) and results have been compared by means of theoretical findings. A combined experimental and theoretical vibrational analysis identified red shifts in vNH and vCO indicating the formation of dimer in the solid state. The binding energy of dimer has been evaluated as 9.89 kcal/mol and the strength and nature of hydrogen bonding have also been analyzed in detail. The DFT derived reactivity descriptors indicate that EDPADPC is suitable for the formation of new heterocyclic compounds. The first hyperpolarizability (β0) of EDPADPC has been computed and found to be 62.0226 × 10−30 indicating its use as non-linear optical (NLO) material.