scholarly journals A Combined Synthetic and DFT Study on the Catalyst-Free and Solvent-Assisted Synthesis of 1,3,4-Oxadiazole-2-thiol Derivatives

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Mohammad Soleiman-Beigi ◽  
Reza Aryan ◽  
Maryam Yousofizadeh ◽  
Shima Khosravi
Keyword(s):  
Field Theory ◽  
Ab Initio ◽  
Solvent Effects ◽  
Reaction Medium ◽  
Theoretical Studies ◽  
Product Selectivity ◽  
Efficient Catalyst ◽  
Reaction Field ◽  
Effect Of Solvents ◽  
Catalyst Free

A novel practical and efficient catalyst-free method for the synthesis of 5-substituted 1,3,4-oxadiazole-2-thiols has been developed, which is assisted by reaction solvent (DMF). The solvent effects on product selectivity were studied based on Onsager’s reaction field theory of electrostatic solvation. The ab initio theoretical studies on the effect of solvents on the process also supported the suitability of DMF as the reaction medium for the preparation of 1,3,4-oxadiazole-2-thiol derivatives.

Solvent Effects. 5. Influence of Cavity Shape, Truncation of Electrostatics, and Electron Correlation on ab Initio Reaction Field Calculations

1996 ◽  
Vol 100 (40) ◽  
pp. 16098-16104 ◽  
Author(s):  
James B. Foresman ◽  
Todd A. Keith ◽  
Kenneth B. Wiberg ◽  
John Snoonian ◽  
Michael J. Frisch
Keyword(s):  
Ab Initio ◽  
Solvent Effects ◽  
Electron Correlation ◽  
Cavity Shape ◽  
Reaction Field

An ab initio study of the H2O-mediated 1,3-hydrogen rearrangement in the isoelectric series: X, Y = CH2, NH, or O

1991 ◽  
Vol 69 (10) ◽  
pp. 1589-1599 ◽  
Author(s):  
Raymond A. Poirier ◽  
Dake Yu ◽  
Peter R. Surjan
Keyword(s):  
Ab Initio ◽  
Solvent Effects ◽  
Basis Set ◽  
Correlation Effects ◽  
Ab Initio Study ◽  
Reaction Field ◽  
Effect Of Solvent ◽  
Isoelectronic Series ◽  
Intramolecular Hydrogen ◽  
Hydrogen Rearrangement

Ab initio calculations are performed to investigate the effect of water on the 1,3-intramolecular hydrogen rearrangement in the [Formula: see text] isoelectronic series, for X, Y = CH2, NH or O, by modeling with a single H2O molecule. The geometries for the complexes are optimized at both the 3-21G and 6-31G** basis set levels. MP2 and some MP4 calculations are performed to take into account the correlation effects, and ZPV corrections are calculated at the MNDO level. The results show that the water molecule has a significant effect on the molecules in which hydrogen bonds can be formed or partially formed. The "solvent effects" are also examined using the self-consistent reaction-field (SCRF) approach. A combination of supermolecule and SCRF approach appears to work well at predicting the effect of solvent on relative stabilities and barriers. Key words: tautomerism, ab initio, 1,3-hydrogen rearrangement, solvent effects.

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