3,6-Dimethyl-o-phenyl­enedimethanol

The title compound, C10H14O2, synthesized by reduction of 4,7-dimethyl-2-benzofuran-1,3-dione, crystallizes with two independant mol­ecules in the asymmetric unit, both showing an intra­molecular O—H⋯O hydrogen bond. The crystal packing is stabilized by O—H⋯O hydrogen bonds

Supramolecular interaction of non-racemic benzimidazolium based ion pairs with chiral substrates

A series of novel benzimidazolium-based non-racemic ionic liquids (ILs) was synthesized from low–cost chiral terpenoid alcohols and fully characterized by the use of a wide variety of techniques, such as DSC, ESI-MS, ATR FT-IR, polarimetry as well as 1H and 13C NMR spectroscopy. The ILs were investigated as chiral shift agents for the chiral recognition of racemic mixtures of Mosher’s acid potassium salt by 19F NMR spectroscopy, leading to high splitting values of the CF3 signal. Supramolecular interactions between salt and H–C2 of chiral benzimidazolium cation are responsible for the chiral recognition, as was demonstrated by experimental evidences. Indeed, the enantiomeric excess value of enantioenriched substrates depends mainly on the strength of the contact ion pairs

A facile approach to α,β-unsaturated lactams by ring-closing metathesis

International audienc

Acetic acid mediated Michael-addition/cyclization cascade sequence of cyclic diones and enones; A convenient, proficient, and eco-friendly access to the fused dihydropyrans

An acetic acid-mediated Michael addition-cyclization cascade sequence of cyclic diones and enones is developed to afford fused dihydropyrans. A broad range of structurally diverse aliphatic, aromatic, and functionalized enones are successfully employed under the optimized reaction conditions. The current strategy takes advantage of using easily accessible and environmentally benign conditions to access the synthetically challenging 3,4-dihydropyran in high yields (up to 90%) and selectivity (up to 20:1). The applicability of these reaction conditions is underscored by successfully isolating the desired dihydropyrans from the Michael adduct, for the first time. Moreover, Density Functional Theory (DFT) provided a comprehensive analysis involving Frontier Molecular Orbital (FMO), Mulliken population, and Molecular Electrostatic Potential (MEP) investigations to gain deeper insights into the underlying reaction sequence

New benzotriazole-derived α-substituted hemiaminal ethers with enhanced cholinesterase inhibition activity: Synthesis, structural, and biological evaluations

A new series of benzotriazole-derived α-substituted hemiaminal ethers have been synthesized as human cholinesterase (hChE) inhibitors with enhanced activity. The synthesized compounds were extensively characterized by 1H NMR and 13C NMR spectroscopy, mass spectrometry, and SC-XRD studies. All the compounds demonstrated dual inhibition potential against acetyl and butylcholinesterases (AChE and BChE) in the in-vitro studies. Results revealed that compounds carrying the optically active (R)-menthol group demonstrated more activity than the bicyclic (R)-fenchol moiety. For instance, α-butyl-(R)-menthyl-benzotriazole derivative (5a-iii) exhibited the best AChE inhibition with an IC50 value of 44.03 nM, while its α-methyl analog (5a-i) showed promising results against BChE inhibition (IC50 = 80.74 nM). The molecular modeling study was carried out to assess the binding interactions with the target proteins to rationalize the structural–activity relationship. Subsequently, the stability of the protein–ligand complex was verified through molecular dynamics (MD) simulations. Pharmacokinetic and bioavailability parameters further supported the suitability of the new inhibitors as lead compounds for neurological disorders

New task-specific ionic liquids as bifunctional organocatalysts; Synthesis, characterization, and computational insights

A new class of functionalized imidazolium-based Task-Specific Ionic Liquids (TSILs) is designed as low-cost bifunctional organocatalyst. New alkoxymethylimidazolium ILs are efficiently synthesized under solvent free conditions and extensively characterized by physical and spectral studies. The newly synthesized ILs demonstrate excellent catalytic potential in condensation reactions of high importance, such as the Biginelli reaction for the synthesis of medicinally important dihydropyrimidiones. The effect of the alkoxy group and counter-ions in the imidazolium salts were evaluated in detail. Moreover, computational studies were employed to explore the structural dynamics and physicochemical properties of the prepared ionic liquids. 3-(iso-butoxymethyl)-1-methyl-1H-imidazol-3-ium tetrafluoroborate (iBOMMIMBF4 7) exhibited the highest catalytic ability due to the combined influence of the alkoxy group structure, counterion nature, high electrophilicity index, and availability of the reactive C2-H. Some notable advantages of the new TSILs include efficient catalyst preparation, simple work-up procedure, recyclability, short reaction times, and excellent yields

Green Synthesis: The Antibacterial and Photocatalytic Potential of Silver Nanoparticles Using Extract of <i>Teucrium stocksianum</i>

Green synthesis is one of the promising pathways for biologically active nanoscale materials. Herein, an eco-friendly synthesis of silver nanoparticles (SNPs) was carried out using an extract of Teucrium stocksianum. The biological reduction and size of NPS were optimized by controlling the physicochemical parameters such as concentration, temperature, and pH. A comparison of fresh and air-dried plant extracts was also undertaken to establish a reproducible methodology. The biosynthesized SNPs were characterized by UV–Vis spectroscopy, FT-IR, SEM, DLS, and XRD analyses. The prepared SNPs exhibited significant biological potential against multi-drug-resistant pathogenic strains. The results revealed that the biosynthesized SNPs exhibit high antimicrobial activity at low concentrations compared to the parent plant extract. Minimum inhibition concentration (MIC) values were found between 5.3 µg/mL to 9.7 µg/mL for the biosynthesized SNPs, whereas the aqueous extract of the plant showed many high values of MIC, i.e., between 69 and 98 µg/ML. Furthermore, the synthesized SNPs were found efficient in the photolytic degradation of methylene blue under sunlight