Corresponding orbital analysis of the bonding of some monosubstituted benzenes

1985 ◽  
Vol 107 (1) ◽  
pp. 134-137 ◽  
Author(s):  
Hans Aagren ◽  
Paul S. Bagus
Keyword(s):  
Monosubstituted Benzenes ◽  
Orbital Analysis

Effect of the intramolecular hydrogen bond in the active metabolite analogs of leflunomide for blocking the Plasmodium falciparum dihydroorotate dehydrogenase enzyme: QTAIM, NBO, and docking study

2020 ◽  
Vol 16 ◽  
Author(s):  
Reihaneh Heidarian ◽  
Mansoureh Zahedi-Tabrizi
Keyword(s):  
Hydrogen Bond ◽  
Plasmodium Falciparum ◽  
Molecular Orbital ◽  
Intramolecular Hydrogen Bond ◽  
Active Metabolite ◽  
Chemical Hardness ◽  
Dihydroorotate Dehydrogenase ◽  
Molecular Orbital Analysis ◽  
Intramolecular Hydrogen ◽  
Orbital Analysis

: Leflunomide (LFM) and its active metabolite, teriflunomide (TFM), have drawn a lot of attention for their anticancer activities, treatment of rheumatoid arthritis and malaria due to their capability to inhibit dihydroorotate dehydrogenase (DHODH) and Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) enzyme. In this investigation, the strength of intramolecular hydrogen bond (IHB) in five analogs of TFM (ATFM) has been analyzed employing density functional theory (DFT) using B3LYP/6-311++G (d, p) level and molecular orbital analysis in the gas phase and water solution. A detailed electronic structure study has been performed using the quantum theory of atoms in molecules (QTAIM) and the hydrogen bond energies (EHB) of stable conformer obtained in the range of 76-97 kJ/mol, as a medium hydrogen bond. The effect of substitution on the IHB nature has been studied by natural bond orbital analysis (NBO). 1H NMR calculations show an upward trend in the proton chemical shift of the enolic proton in the chelated ring (14.5 to 15.7ppm) by increasing the IHB strength. All the calculations confirmed the strongest IHB in 5-F-ATFM and the weakest IHB in 2-F-ATFM. Molecular orbital analysis, including the HOMO-LUMO gap and chemical hardness, was performed to compare the reactivity of inhibitors. Finally, molecular docking analysis was carried out to identify the potency of inhibition of these compounds against PfDHODH enzyme.

Frozen-Orbital Analysis of the Excited States of Metal Complexes in High Symmetry: OhCase

1996 ◽  
Vol 100 (39) ◽  
pp. 15753-15759 ◽  
Author(s):  
Hiromi Nakai ◽  
Hiroshi Morita ◽  
Hiroshi Nakatsuji
Keyword(s):  
Metal Complexes ◽  
Excited States ◽  
High Symmetry ◽  
Orbital Analysis

Nuclear Magnetic Resonance Chemical Shifts of some Monosubstituted Isothiazoles

1975 ◽  
Vol 53 (4) ◽  
pp. 596-603 ◽  
Author(s):  
Roderick E. Wasylishen ◽  
Thomas R. Clem ◽  
Edwin D. Becker
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Chemical Shifts ◽  
Substituent Effects ◽  
Charge Densities ◽  
Monosubstituted Benzenes ◽  
Proton Chemical Shifts ◽  
Nuclear Magnetic

Carbon-13 and proton chemical shifts have been measured for several monosubstituted isothiazoles. Substituent effects upon these chemical shifts are compared with those observed for monosubstituted benzenes, pyridines, and thiophenes. In general the observed substituent effects in the isothiazoles and thiophenes closely parallel one another. Correlations between the observed carbon-13 Chemical shifts and CNDO/2 calculated charge densities are examined.

Chemoenzymatic synthesis of the trans-dihydrodiol isomers of monosubstituted benzenes viaanti-benzene dioxides

2006 ◽  
Vol 4 (11) ◽  
pp. 2208 ◽  
Author(s):  
Derek R. Boyd ◽  
Narain D. Sharma ◽  
Nuria M. Llamas ◽  
Colin R. O'Dowd ◽  
Christopher C. R. Allen
Keyword(s):  
Chemoenzymatic Synthesis ◽  
Monosubstituted Benzenes

Magnetism and structure of a novel trinuclear cluster compound of divalent copper

1969 ◽  
Vol 22 (12) ◽  
pp. 2527 ◽  
Author(s):  
R Beckett ◽  
R Colton ◽  
BF Hoskins ◽  
RL Martin ◽  
DG Vince
Keyword(s):  
Structural Data ◽  
Hydroxyl Group ◽  
Cluster Compound ◽  
X Ray Diffraction ◽  
Trinuclear Cluster ◽  
Metal Atoms ◽  
Doublet Ground State ◽  
Molecular Orbital Analysis ◽  
Orbital Analysis ◽  
Unusual Type

The magnetic properties of a series of salts of the type [Cu3L3OH]2+ (where HL is pyridine-2-aldehyde oxime and L is the deprotonated ligand) have been examined. All of the compounds showed a magnetic moment of 1.00 B.M. per copper atom over a wide temperature range which suggests that the cation contains a trinuclear cluster of interacting copper atoms. The crystal structure of Cu3L3OH(SO4),xH2O has been determined by single- crystal X-ray diffraction techniques and confirms that the complex does indeed contain an unusual type of trinuclear cluster of metal atoms. The three copper atoms form an equilateral triangle and the sulphato group exhibits a highly novel ?tripod? bridging function to the Cu3 triangle. On the other side of the triangle, the hydroxyl group also bridges to all the metal atoms. A qualitative molecular orbital analysis not only suggests that the hydroxyl group is involved in four-centre bonding with the Cu3 triads, but also highlights its role in reducing the spin of the trimer so that only a doublet ground state is populated between 80-300�K. However, the alternative super-exchange mechanism cannot be ruled out by the magnetic and structural data.

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