Synthesis, X-Ray, Spectroscopic Characterization, Hirshfeld Surface Analysis, Molecular Docking, and DFT Calculations of a New Series of 3-Hydrazono and 3-Phenylhydrazono Isatin Derivatives

Synthesis, crystal structure and Hirshfeld surface analysis of 1-(12-bromododecyl)indoline-2,3-dione

“…Isatin derivatives have received much attention due to their properties such as anti-microbial (Pakravan et al, 2013), anti-mycobacterial (Li et al, 2018), anti-cancer (Khan et al, 2015) and corrosion-inhibitory activities (Verma et al, 2023). As a continuation of our studies in this area (Rharmili et al, 2023), we now report the synthesis, structure and Hirshfeld surface analysis and DFT computations of the title compound, C 20 H 28 BrNO 2 (I).…”

“…The chemistry of isatin (1H-indole-2,3-dione; C 8 H 5 NO 2 ) and its derivatives has been studied extensively owing to its broad array of uses, particularly within the realms of organic synthesis and medicinal chemistry. The initial reports detailing the synthesis of isatin and its derivatives can be traced back to the early 19th century (Rharmili et al, 2023;Sonam & Kakkar, 2019). Nearly two centuries after the publication of these pioneering works, a comprehensive review highlighted the remarkable adaptability of this molecular fragment (Borad et al, 2014).…”

Crystal structure, Hirshfeld surface analysis, crystal voids, interaction energy calculations and energy frameworks, and DFT calculations of 1-(4-methylbenzyl)indoline-2,3-dione

“…They have also been studied and been reported as efficient inhibitors against aluminium and steel corrosion (Abdellaoui et al, 2021). In a continuation of our ongoing research work devoted to the study of Oalkylation and N-alkylation reactions involving isatin derivatives (Rharmili et al, 2023b), we report herein the synthesis and the molecular and crystal structures of 1-(4-methylbenzyl) indoline-2,3-dione (Scheme 1) obtained by an alkylation reaction of 1H-indoline-2,3-dione using an excess of 4methylbenzyl bromide as an alkylating reagent and potassium carbonate in the presence of tetra-n-butylammonium bromide as catalyst in phase-transfer catalysis (PTC). Moreover, a Hirshfeld surface analysis, crystal voids, and interaction energy and energy frameworks calculations were performed.…”

“…Both the rings are planar. It constitutes an important class of heterocyclic compounds which, even when part of a complex molecule, possess a wide spectrum of biological activities (Rharmili et al, 2023b), such as anticancer (Esmaeelian et al, 2013), antioxidant (Andreani et al, 2010), antimalarial (Chiyanzu et al, 2005), anti-inflammatory (Sharma et al, 2016), analgesic (Prakash et al, 2012) and antianxiety (Medvedev et al, 2005). They have also been studied and been reported as efficient inhibitors against aluminium and steel corrosion (Abdellaoui et al, 2021).…”