Tautomerism, molecular structure, intramolecular hydrogen bond, and enol-enol equilibrium of para halo substituted 4,4,4-trifluoro-1-phenyl-1,3-butanedione; Experimental and theoretical studies

@article{Darugar2017TautomerismMS,
  title={Tautomerism, molecular structure, intramolecular hydrogen bond, and enol-enol equilibrium of para halo substituted 4,4,4-trifluoro-1-phenyl-1,3-butanedione; Experimental and theoretical studies},
  author={Vahidreza Darugar and Mohamad Vakili and Abdo-Reza Nekoei and Sayyed Faramarz Tayyari and Raheleh Afzali},
  journal={Journal of Molecular Structure},
  year={2017},
  volume={1150},
  pages={427-437}
}
Abstract Para halo, X = F, Cl, and Br, substitution effect on tautomerism, keto-enol content, molecular structure, intramolecular hydrogen bonding, and enol-enol equilibrium constants of 4,4,4-trifluoro-1-phenyl-1,3-butanedione, known as trifluorobenzoylacetone (TFBA), have been investigated by means of density functional theory calculations and NMR, IR, and UV–Vis spectroscopic methods. Comparing the calculated and experimental results suggests coexisting of two stable cis -enol forms of… Expand
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References

SHOWING 1-10 OF 47 REFERENCES
Synthesis, tautomeric stability, spectroscopy and computational study of a potential molecular switch of (Z)-4-(phenylamino)pent-3-en-2-one
ABSTRACT The (Z)-4-(phenylamino) pent-3-en-2-one (PAPO) was synthesised applying carbon-based solid acid and described by experimental techniques. Calculated results reveal that its keto-amine formExpand
Conformation, structure, intramolecular hydrogen bonding, and vibrational assignment of 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione
Abstract All the theoretical enol and keto conformations of 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione, known as furoyltrifluoroacetone (FTFA), have been investigated at the ab initio level usingExpand
Conformational stability, molecular structure, intramolecular hydrogen bonding, and vibrational spectra of 5,5-dimethylhexane-2,4-dione
Abstract Complete conformational analyses of all possible keto and enol forms, molecular structure, intramolecular hydrogen bonding (IHB), and vibrational frequencies of 5,5-dimethyl hexane-2,4-dioneExpand
Structure, intramolecular hydrogen bonding, and vibrational spectra of 2,2,6,6-tetramethyl-3,5-heptanedione
Abstract Molecular structure, intramolecular hydrogen bonding (IHB) and vibrational frequencies of 2,2,6,6-tetramethyl-3,5-heptanedione (TMHD, also known as dipivaloylmethane), have been investigatedExpand
Conformation, molecular structure, and intramolecular hydrogen bonding of 1,1,1-trifluoro-5,5-dimethyl-2,4-hexanedione
Abstract Conformations, molecular structure, keto-enol content, and intramolecular hydrogen bonding of 1,1,1-trifluoro-5,5-dimethyl-2,4-hexanedione (also named asExpand
Structure and vibrational assignment of the enol form of 1,1,1-trifluoro-2,4-pentanedione.
TLDR
It was concluded that 2TFAA is the dominant isomer of 1,1,1-trifluoro-pentane-2,4-dione by comparing the vibrational spectra of both theoretical and experimental data. Expand
Intramolecular hydrogen bonding and vibrational assignment of 1,1,1-trifluoro-5,5-dimethyl-2,4-hexanedione
Abstract Intramolecular hydrogen bonding (IHB) and vibrational frequencies of 1,1,1-trifluoro-5,5-dimethyl-2,4-hexanedione (TFDMHD) have been investigated by means of density functional theory (DFT)Expand
Vibrational assignment and structure of trifluorobenzoylacetone. A density functional theoretical study.
TLDR
The theoretical calculations and spectroscopic results indicate that the hydrogen bond strength of TFBA is between those of TFAA and AA, considerably weaker than that of BA. Expand
Molecular structure, spectroscopic investigations and computational study on the potential molecular switch of (E)-1-(4-(2-hydroxybenzylideneamino)phenyl)ethanone
ABSTRACT This paper presents a combined experimental and theoretical study on an ortho-hydroxy Schiff base compound, (E)-1-(4-(2-hydroxybenzylideneamino)phenyl)ethanone. The spectroscopic andExpand
Vibrational Assignment and Structure of Benzoylacetone: A Density Functional Theoretical Study,
Abstract Molecular structure and vibrational frequencies of benzoylacetone (BA) have been investigated by means of density functional theory (DFT) calculations. In addition, the geometry of the cis -Expand
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