Synthesis and DFT calculations of aza-Michael adducts obtained from degradation poly(methyl methacrylate) plastic wastes

Abstract

Aza-Michael adducts are obtained in excellent yields by the conjugate addition of nucleophilic reagents with α,β-unsaturated substrates such as methyl methacrylate (MMA), which were obtained from degradation poly(methyl methacrylate) plastic wastes using green energy source and were used as usuful precoursors for the synthesis of novel heterocycles, such as pyrazole, isochromene, quinolone, and amino isoxazole. Density functional theory (DFT) calculations at the B3LYP/6-311G level of theory have been carried out to investigate the stability of isochromene and quinolone. Moreover, HOMO and LUMO energy, total energy, and atomic Mulliken charges were calculated. The dipole moment and orientation of the two p-isoelectronic isochromene 15 and quinolone 20d have been also measured and their interactions with aromatic aldehydes to form isochromene 15 and quinolone 20d have been studied.