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

Hamid Reza Memarian, Hassan Sabzyan, Mousa Soleymani, Mohammad Hossein Habibi, Takayoshi Suzuki

Research output: Contribution to journalArticle

16 Citations (Scopus)

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 languageEnglish
Pages (from-to)91-98
Number of pages8
JournalJournal of Molecular Structure
Volume998
Issue number1-3
DOIs
Publication statusPublished - Jul 13 2011

Fingerprint

Molecular structure
Density functional theory
Oxidation
Boats
Crystal orientation
Conformations
Nuclear magnetic resonance

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 journalArticle

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AU - Soleymani, Mousa

AU - Habibi, Mohammad Hossein

AU - Suzuki, Takayoshi

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