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Ramazani, A., Sheikhi, M., Souldozi, A., Joo, S., Yahyaei, H. (2017). Synthesis, spectroscopic (NMR and FT-IR) and theoretical (HF and DFT) investigation of dimethyl (Z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butendioate. Iranian Chemical Communication, 5(Issue 4, pp. 364-493), 449-470.
Ali Ramazani; Masoome Sheikhi Sheikhi; Ali Souldozi; Sang Woo Joo; Hooriye Yahyaei. "Synthesis, spectroscopic (NMR and FT-IR) and theoretical (HF and DFT) investigation of dimethyl (Z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butendioate". Iranian Chemical Communication, 5, Issue 4, pp. 364-493, 2017, 449-470.
Ramazani, A., Sheikhi, M., Souldozi, A., Joo, S., Yahyaei, H. (2017). 'Synthesis, spectroscopic (NMR and FT-IR) and theoretical (HF and DFT) investigation of dimethyl (Z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butendioate', Iranian Chemical Communication, 5(Issue 4, pp. 364-493), pp. 449-470.
Ramazani, A., Sheikhi, M., Souldozi, A., Joo, S., Yahyaei, H. Synthesis, spectroscopic (NMR and FT-IR) and theoretical (HF and DFT) investigation of dimethyl (Z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butendioate. Iranian Chemical Communication, 2017; 5(Issue 4, pp. 364-493): 449-470.

Synthesis, spectroscopic (NMR and FT-IR) and theoretical (HF and DFT) investigation of dimethyl (Z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butendioate

Article 10, Volume 5, Issue 4, pp. 364-493, Autumn 2017, Page 449-470  XML PDF (1358 K)
Document Type: Original Research Article
Authors
Ali Ramazani 1; Masoome Sheikhi Sheikhi2; Ali Souldozi3; Sang Woo Joo4; Hooriye Yahyaei1
1Department of Chemistry, Zanjan Branch, Islamic Azad University, Zanjan, Iran
2Young Researchers and Elite Club, Gorgan Branch, Islamic Azad University, Gorgan, Iran
3Department of Chemistry, Urmia Branch, Islamic Azad University, Urmia, Iran
4School of Mechanical Engineering, Yeungnam University, Gyeongsan 712-749, Republic of Korea
Abstract
Dimethyl (z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butenedioate has been synthesized using one-pot three component reaction between N-isocyaniminotriphenylphosphorane (Ph3PNNC), 3-methylcyclopentene-1,2-dione and dimethyl acetylenedicarboxylate. Also, optimized geometry and nuclear magnetic resonance ( NMR ) of the title compound are evaluated using HF and B3LYP methods and 6-311+G(d) basis set. Moreover, the 1H and 13C NMR chemical shift values of the molecule are calculated and compared with experimental results. Frontier molecular orbitals (FMOs), total density of states (DOS), electronic properties, natural charges, NMR parameters and NBO analysis for product were calculated by theoretical calculations. Finally, molecular electrostatic potential (MEP) surface is obtained for understanding the active regions of molecule.

Graphical Abstract

Synthesis, spectroscopic (NMR and FT-IR) and theoretical (HF and DFT) investigation of dimethyl (Z)-2-[(2-methyl-5-oxo-1-cyclopentyl)oxy]-2-butendioate
Keywords
N-Isocyaniminotriphenylphosphorane (Ph3PNNC); one-pot; DFT; NBO analysis; electronic properties
Main Subjects
Organic chemistry
References
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