Abstract
Density functional theory (DFT) at B3LYP/6-31++G** level has been applied to study structural, electronic and bonding characteristics of some 2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxamides (THPMs) and their oxidized forms 2-oxo-1,2-dihydropyrimidin-5-carboxamides (DHPMs). Results of this study show that for these THPMs, the six-member ring adopts a boat conformation with a pseudo-axial orientation of the C4- substituent. Experimental and theoretical 1H NMR data obtained for THPMs and their corresponding oxidized forms (DHPMs) are correlated. Thermochemical analysis on THPMs and their corresponding oxidation products show that the oxidation reaction of THPMs to DHPMs is endothermic.
| Original language | English |
|---|---|
| Pages (from-to) | 91-98 |
| Number of pages | 8 |
| Journal | Journal of Molecular Structure |
| Volume | 998 |
| Issue number | 1-3 |
| DOIs | |
| Publication status | Published - Jul 13 2011 |
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Keywords
- 2-Oxo-1,2,3,4-tetrahydropyrimidin-5-carboxamides
- B3LYP/6-31++G
- Conformational analysis
- Crystal structure
- Tetrahydropyrimidinones
- X-ray diffraction
ASJC Scopus subject areas
- Spectroscopy
- Analytical Chemistry
- Inorganic Chemistry
- Organic Chemistry
Cite this
DFT study of molecular structure of 2-oxo-1,2,3,4-tetrahydropyrimidin-5- carboxamides and their corresponding oxidized forms 2-oxo-1,2-dihydropyrimidin- 5-carboxamides. / Memarian, Hamid Reza; Sabzyan, Hassan; Soleymani, Mousa; Habibi, Mohammad Hossein; Suzuki, Takayoshi.
In: Journal of Molecular Structure, Vol. 998, No. 1-3, 13.07.2011, p. 91-98.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - DFT study of molecular structure of 2-oxo-1,2,3,4-tetrahydropyrimidin-5- carboxamides and their corresponding oxidized forms 2-oxo-1,2-dihydropyrimidin- 5-carboxamides
AU - Memarian, Hamid Reza
AU - Sabzyan, Hassan
AU - Soleymani, Mousa
AU - Habibi, Mohammad Hossein
AU - Suzuki, Takayoshi
PY - 2011/7/13
Y1 - 2011/7/13
N2 - Density functional theory (DFT) at B3LYP/6-31++G** level has been applied to study structural, electronic and bonding characteristics of some 2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxamides (THPMs) and their oxidized forms 2-oxo-1,2-dihydropyrimidin-5-carboxamides (DHPMs). Results of this study show that for these THPMs, the six-member ring adopts a boat conformation with a pseudo-axial orientation of the C4- substituent. Experimental and theoretical 1H NMR data obtained for THPMs and their corresponding oxidized forms (DHPMs) are correlated. Thermochemical analysis on THPMs and their corresponding oxidation products show that the oxidation reaction of THPMs to DHPMs is endothermic.
AB - Density functional theory (DFT) at B3LYP/6-31++G** level has been applied to study structural, electronic and bonding characteristics of some 2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxamides (THPMs) and their oxidized forms 2-oxo-1,2-dihydropyrimidin-5-carboxamides (DHPMs). Results of this study show that for these THPMs, the six-member ring adopts a boat conformation with a pseudo-axial orientation of the C4- substituent. Experimental and theoretical 1H NMR data obtained for THPMs and their corresponding oxidized forms (DHPMs) are correlated. Thermochemical analysis on THPMs and their corresponding oxidation products show that the oxidation reaction of THPMs to DHPMs is endothermic.
KW - 2-Oxo-1,2,3,4-tetrahydropyrimidin-5-carboxamides
KW - B3LYP/6-31++G
KW - Conformational analysis
KW - Crystal structure
KW - Tetrahydropyrimidinones
KW - X-ray diffraction
UR - http://www.scopus.com/inward/record.url?scp=79959747134&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=79959747134&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2011.05.017
DO - 10.1016/j.molstruc.2011.05.017
M3 - Article
VL - 998
SP - 91
EP - 98
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
SN - 0022-2860
IS - 1-3
ER -