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Facile Ultrasound‐Based Synthesis, SC‐XRD, DFT Exploration of the Substituted Acyl‐Hydrazones: An Experimental and Theoretical Slant towards Supramolecular Chemistry
Author(s) -
Khalid Muhammad,
Ali Akbar,
Abid Saba,
Tahir Muhammad Nawaz,
Khan Muhammad Usman,
Ashfaq Muhammad,
Imran Muhammad,
Ahmad Anees
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202003589
Subject(s) - natural bond orbital , homo/lumo , delocalized electron , chemistry , molecule , reactivity (psychology) , density functional theory , supramolecular chemistry , acetonitrile , computational chemistry , covalent bond , atoms in molecules , crystallography , organic chemistry , medicine , alternative medicine , pathology
Sono‐chemical synthesis is safest and greener methods to fabricate valuable scaffolds in short time. Currently, we are reporting an efficient ultrasound‐based synthesis of substituted acyl‐hydrazones, single crystal analysis and DFT exploration. The substituted acyl‐hydrazones synthesis i.e 2‐((6‐chloropyridin‐2‐yl)oxy)‐N′‐((1 E ,2 E )‐3‐phenylallylidene)acetohydrazide acetonitrile (1 : 1) ( CPPAH) and ( E )‐2‐((6‐chloropyridin‐2‐yl)oxy)‐N′‐(4‐methylbenzylidene)acetohydrazide ( MBPAH ) was accomplished utilizing sono‐chemical approach.The structures of these molecules were characterized with NMR and SC‐XRD analysis. The experimental and theoretical analysis employed to determine non‐covalent, hyper‐conjugative interactions and favorable sites for reactivity. Time‐dependent density functional theory (TD‐DFT) approach was utilized to acquire insights about FMO analysis. The global reactivity parameters established with aid of HOMO and LUMO energies. QT‐AIM and Hirshfeld analyses were computed to quantify non‐covalent interactions for both crystals. Theoretically observed structural chemistry of both crystals led to a fabulous overall agreement with obtained SC‐XRD patterns. The molecular stability and bond strengths of the aforesaid molecules were imparted owing to hyper‐conjugative interactions as well as charge delocalization process. Moreover, NBO based findings were rationalized to Hirshfeld analysis and SC‐XRD data.