Effects of the charge on the structural, electronic and reactivity properties of 43 substituted N–Phenylmaleimides. A DFT study

Crystal structure, Hirshfeld surface analysis and DFT study ofN-(2-nitrophenyl)maleimide

“…5). These results are in agreement with previous studies using DFT methods (Cortes & Castro, 2016;Mao et al, 2011).…”

“…This discrepancy can be attributed to the presence of hydrogen-bonding interactions in the crystal structure of these molecules. The dihedral angle is a crucial parameter that affects the properties of N-phenylmaleimide derivatives (Cortes & Castro, 2016). For this structural parameter, a small difference was observed between the experimental angle and those obtained by DFT calculations.…”

“…Besides, the values of the global and local reactivity descriptors depend on the type of substituent (electron donor or acceptor groups). The substitution of the nitro group in the ortho position has greater global hardness and lower electrophilicity values than the meta and para isomers, suggesting a lower reactivity than for its isomers (Cortes & Castro, 2016). Continuing with the development of the synthetic methodology for obtaining all the isomers of nitrophenylmaleimide (Cortes & Castro, 2016;Moreno-Fuquen et al, 2003, this work presents the synthesis, characterization by single-crystal X-ray diffraction, and analysis of supramolecular interactions by Hirshfeld surface analysis from the structural data.…”

Blends of nitrophenylmaleimide isomers with carboxymethylcellulose for the preparation of supramolecular polymers

“…Table 1 compares the most relevant bands of the nitrophenylmaleimide isomers obtained, showing a close similarity in their vibrational bands. The observed variation is due to the position of the nitro group and the torsion angle between the maleimide ring and the aromatic ring, as studied by Cortés and Castro [ 34 ]. The molecules were verified by mass spectrometry ( Fig.…”

“…It is important to highlight that the films with para and meta nitrophenylmaleimides showed one (416 °C, −20%, with respect to the second point) and two additional decomposition points (408 °C, −17.1%, concerning the second point and 548 °C, −9.3% with respect to the third point), respectively. This demonstrates how the position of the nitro group in the structure can affect interactions due to the low angle of torsion between the maleimide and benzene rings for meta and para isomers [ 34 ], which is reflected in additional points of mass loss.…”