Add time:08/13/2019         Source:sciencedirect.com

Different N,N-diacylaniline derivatives such as N-acetyl-N-(2-methoxyphenyl)acetamide, N-acetyl-N-(2-Methoxy-phenyl)-4-nitrobenzamide, N-(4-nitrobenzamide)-N-(2-Methoxy-phenyl)-4-bromobenzamide, N-Acetyl-4-nitro-N-o-tolyl-benzamide, N-Acetyl-N-o-tolyl-acetamide, and 2-Chloro-N-(2-chloro-acetyl)-N-o-tolyl-acetamide have been synthesized and characterized by FTIR and NMR techniques. The ground state geometries have been optimized by using density functional theory (DFT) at B3LYP/6–31G∗ level. The frequencies have been computed at the same level of theory. To shed light on the rotational barrier, the electron correlation has been taken into account. The steric effect of o-substituents twists the aromatic ring out of planarity with the imide moieties, creating an axis of chirality. The introduction of different substituents on the benzene ring causes some changes in the ring C–C bond distances. The observed vibrational assignments and analysis of DAA (2f) have been discussed in terms of fundamental bands.

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