scholarly journals Structural Assessment of Hydrogen Bonds on Methylpentynol–Azide Clusters To Achieve Regiochemical Outcome of 1,3-Dipolar Cycloaddition Reactions Using Density Functional Theory

ACS Omega ◽  
2020 ◽  
Vol 5 (11) ◽  
pp. 5964-5975
Author(s):  
Marzieh Hashemi ◽  
Avat Arman Taherpour
Keyword(s):  
Density Functional Theory ◽  
Hydrogen Bonds ◽  
Density Functional ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Functional Theory ◽  
Structural Assessment

A DFT kinetic study on 1,3-dipolar cycloaddition reactions in solution

2016 ◽  
Vol 18 (44) ◽  
pp. 30815-30823 ◽  
Author(s):  
Shi-Jun Li ◽  
De-Cai Fang
Keyword(s):  
Density Functional Theory ◽  
Kinetic Study ◽  
Kinetic Parameters ◽  
Reaction Mechanisms ◽  
Density Functional ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Dft Methods ◽  
Functional Theory

Several popular density functional theory (DFT) methods have been employed to characterize a series of 1,3-dipolar cycloaddition reactions, including the exploration of reaction mechanisms and the calculations of kinetic parameters.

scholarly journals Spectroscopic, X-ray Diffraction and Density Functional Theory Study of Intra- and Intermolecular Hydrogen Bonds in Ortho-(4-tolylsulfonamido)benzamides

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 926
Author(s):  
Malose J. Mphahlele ◽  
Eugene E. Onwu ◽  
Marole M. Maluleka
Keyword(s):  
Density Functional Theory ◽  
Solid State ◽  
Hydrogen Bonds ◽  
Density Functional ◽  
Tetrahedral Geometry ◽  
Hindered Rotation ◽  
Hydrogen Bond Acceptor ◽  
Functional Theory ◽  
Vis Spectroscopy ◽  
Hydrogen Bonded

The conformations of the title compounds were determined in solution (NMR and UV-Vis spectroscopy) and in the solid state (FT-IR and XRD), complemented with density functional theory (DFT) in the gas phase. The nonequivalence of the amide protons of these compounds due to the hindered rotation of the C(O)–NH2 single bond resulted in two distinct resonances of different chemical shift values in the aromatic region of their 1H-NMR spectra. Intramolecular hydrogen bonding interactions between the carbonyl oxygen and the sulfonamide hydrogen atom were observed in the solution phase and solid state. XRD confirmed the ability of the amide moiety of this class of compounds to function as a hydrogen bond acceptor to form a six-membered hydrogen bonded ring and a donor simultaneously to form intermolecular hydrogen bonded complexes of the type N–H···O=S. The distorted tetrahedral geometry of the sulfur atom resulted in a deviation of the sulfonamide moiety from co-planarity of the anthranilamide scaffold, and this geometry enabled oxygen atoms to form hydrogen bonds in higher dimensions.

The 1,3-dipolar cycloaddition of 1H-pyridinium-3-olate and 1-methylpyridinium-3-olate with methyl acrylate: a density functional theory study

Tetrahedron ◽  
2010 ◽  
Vol 66 (47) ◽  
pp. 9187-9193 ◽  
Author(s):  
Lydia Rhyman ◽  
Hassan H. Abdallah ◽  
Sabina Jhaumeer-Laulloo ◽  
Luis R. Domingo ◽  
John A. Joule ◽  
...  
Keyword(s):  
Density Functional Theory ◽  
Methyl Acrylate ◽  
Density Functional ◽  
Dipolar Cycloaddition ◽  
Density Functional Theory Study ◽  
Functional Theory

6-Bromoindigo dye

2012 ◽  
Vol 68 (4) ◽  
pp. o160-o163 ◽  
Author(s):  
David J. Szalda ◽  
Keith Ramig ◽  
Olga Lavinda ◽  
Zvi C. Koren ◽  
Lou Massa
Keyword(s):  
Density Functional Theory ◽  
Quantum Theory ◽  
Hydrogen Bonds ◽  
Density Functional ◽  
Stacking Interactions ◽  
Inversion Center ◽  
Asymmetric Unit ◽  
Functional Theory ◽  
Bond Lengths ◽  
Type C

6-Bromoindigo (MBI) [systematic name: 6-bromo-2-(3-oxo-2,3-dihydro-1H-indol-2-ylidene)-2,3-dihydro-1H-indol-3-one], C16H9BrN2O2, crystallizes with one disordered molecule in the asymmetric unit about a pseudo-inversion center, as shown by the Br-atom disorder of 0.682 (3):0.318 (3). The 18 indigo ring atoms occupy two sites which are displaced by 0.34 Å from each other as a result of this packing disorder. This difference in occupancy factors results in each atom in the reported model used to represent the two disordered sites being 0.08 Å from the higher-occupancy site and 0.26 Å from the lower-occupancy site. Thus, as a result of the disorder, the C—Br bond lengths in the disordered components are 0.08 and 0.26 Å shorter than those found in 6,6′-dibromoindigo (DBI) [Süsse & Krampe (1979).Naturwissenschaften,66, 110], although the distances within the indigo ring are similar to those found in DBI. The crystals are also twinned by merohedry. Stacking interactions and hydrogen bonds are similar to those found in the structures of indigo and DBI. In MBI, an interaction of the type C—Br...C replaces the C—Br...Br interactions found in DBI. The interactions in MBI were calculated quantum mechanically using density functional theory and the quantum theory of atoms in molecules.

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