55407-46-0Relevant academic research and scientific papers
Synthesis, 1D and 2D NMR spectral assignments, and stereochemical studies of some 4,8,9,10-tetraaryl-1,3-diazaadamantan-6-one oximes
Vengatesh,Sundaravadivelu
, p. 1929 - 1939 (2019)
A series of 4,8,9,10-tetraaryl-1,3-diazaadamantan-6-one oximes (4a-4e) have been synthesized. 1H and 13C NMR spectra of these oximes were recorded. Chemical shifts have been assigned and the stereochemistry of the compounds was established using 1D and 2D NMR spectral data. A detailed spectral investigation was carried out for one of the representative compounds (4a) with COSY, NOESY, HMQC, HMBC, DEPT-135, and N NMR spectral data. The NMR result clearly indicated the twin chair conformation of the two piperidine rings. The NMR results proved the axial orientation of two aryl groups (C4 and C10) in one piperidine ring and equatorial orientation of two aryl groups (C8 and C9) in another piperidine ring. The effect of allylic (A1,3) interaction between the oxime hydroxyl group and H-5e has been observed. Long-range coupling between H-10e and H-2 which are in ‘W’ arrangement is noted.
Quantum chemical, experimental, theoretical spectral (FT-IR and NMR) studies and molecular docking investigation of 4,8,9,10-tetraaryl-1,3-diazaadamantan-6-ones
Vengatesh,Sundaravadivelu
, p. 4395 - 4415 (2019/05/07)
Abstract: The compounds 4,8,9,10-tetraaryl-1,3-diazaadamantan-6-ones (a–e) were synthesized and characterized by FT-IR, 1H and 13C NMR spectra, and the spectral data have been theoretically analyzed by the DFT method. The electronic properties including a highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) and related parameters were calculated with B3LYP/6-311 G (d, p) basis set. The observed HOMO and LUMO mappings describe the different charge transfer possibilities within the molecule. Besides, the reactive properties of the molecules have been addressed based on the frontier molecular orbital analysis. The Molecular Electrostatic Potential and Fukui function analysis reveal the sites for electrophilic attack and nucleophilic reactions in the molecule. The intramolecular contacts have been interpreted using Natural Bond Orbital analysis and the thermodynamic properties also presented. The molecular docking study has been executed to study the binding interactions of the synthesized compounds with H1N1 swine virus-M2 proton channel and COX-2 protein. Graphical abstract: [Figure not available: see fulltext.].
Synthesis of diversely substituted adamantanes as a new class of antimicrobial agent
Balaji,Sarveswari,Vijayakumar
, p. 6765 - 6776 (2015/02/19)
Abstract 4,8,9,10-tetraaryl-1,3-diazatricyclo[3.3.1.1]decan-6-ones are synthesized and reduced into its 4,8,9,10-tetraaryl-1,3-diazatricyclo[3.3.1.1]decan-6-ols (6a-m) with NaBH4 in methanol (2v), benzene (1v) mixture as the solvent system. These compounds are characterized using spectral data such as IR, 1H-NMR, and 13C-NMR data. These synthesized compounds are screened for their antimicrobial activity and were found to be effective anti-bacterials.
