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
N1 - Funding Information:
We are thankful to the Center of Excellence (Chemistry), Research Council and Office of Graduate Studies of the University of Isfahan for their financial support.
Copyright:
Copyright 2011 Elsevier B.V., All rights reserved.
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
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U2 - 10.1016/j.molstruc.2011.05.017
DO - 10.1016/j.molstruc.2011.05.017
M3 - Article
AN - SCOPUS:79959747134
VL - 998
SP - 91
EP - 98
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
SN - 0022-2860
IS - 1-3
ER -