0000000000555387
AUTHOR
Abdelkarim El Moncef
Synthesis and characterization of new 1,4 and 1,5-disubstituted glucopyranosyl 1,2,3-triazole by 1,3-dipolar cycloaddition
Abstract A series of 1,4 and 1,5-disubstituted 1-(β- d -glucopyranosyl)-1,2,3-triazoles has been prepared in an efficient manner with excellent yields using the intermolecular 1,3-dipolar cycloaddition of 1-azido-2,3,4,6-tetra-O-acetyl-β- d -glucopyranose 2 to a variety of substituted alkynes phenylacethylene 3, propargyl alcohol 4, 2-butyn-1,4-diol, 5, 3-propargylbenzimidazole 6 and propargylpyrazole 7 in toluene. The reaction takes place with the formation of both 4- and 5-regioisomers.
Structural study of oxalamide compounds: 1H, 13C, and DFT calculations
Abstract The conformational properties of some N-alkyl, N,N′-dialky, and tetraalkyloxalamides have been investigated, in vacuo and in solvent using DFT methods at the B3LYP/6-31G∗∗ computational level. Special emphasis has been given on oxalamides with substituents of the type –CH2CH2OH. In oxalamides with the N–H group (N-alkyl and N,N′-dialky), the most stable conformations are those in which the oxalamide moiety adopts a planar s-trans arrangement and the amide bonds are trans. A different situation appears in the case of tetraalkyloxalamides, in which the oxalamide moiety always adopts a skewed arrangement and there are conformations with similar energy. A careful study of 13C and 1H NM…
Efficient ultraviolet-light energy dissipation by an aromatic ketone.
Experimental evidence on the efficiency of 2,2'4,4'-tetramethoxybenzil for UV-light energy dissipation is provided. This non-phenolic aromatic ketone has a low energy triplet which quickly decays to the ketone ground state, thus avoiding the generation of undesirable reactive species. El Moncef, Abdelkarim, elmonab@alumni.uv.es ; Cuquerella Alabort, Maria Consuelo, Chelo.Cuquerella@uv.es ; Zaballos Garcia, Elena, Elena.Zaballos@uv.es ; Ramirez de Arellano Sanchez, Maria del Carmen, Carmen.Ramirezdearellano@uv.es ; Stiriba, Salah Eddine, Salah.Stiriba@uv.es ; Perez Prieto, Julia, Julia.Perez@uv.es
Experimental and DFT study of the conversion of ephedrine derivatives into oxazolidinones. Double SN2 mechanism against SN1 mechanism
Sulfonation of the N-Boc derivatives of 1,2-aminoalcohols, such as ephedrine, pseudoephedrine, norephedrine, norpseudoephedrine, thiomicamine, and chloramphenicol yields a mixture of the corresponding oxazolidinones with inversion (erythro derivatives) and/or retention of configuration (threo derivatives)at C5. We suggest a competition between two mechanisms: an intramolecular SN2 process initiated by attack of the carbonyl oxygen of the Boc group to the benzylic carbon and the other one through a double SN2 process. In the erythro derivatives the first mechanism is predominant, while in the threo derivatives both mechanisms have similar energy. This hypothesis is supported by theoretical c…
CCDC 743200: Experimental Crystal Structure Determination
Related Article: Abdelkarim El Moncef, M. Consuelo Cuquerella, Elena Zaballos, Carmen Ramírez de Arellano, Abdeslem Ben-Tama, Salah-Eddine Stiriba and Julia Pérez-Prieto|2010|Chem.Commun.|46|800|doi:10.1039/B915792A