The possible tautomerism of the potential rotary switch 2-(2-(2-Hydroxy-4-nitrophenyl)hydrazono)-1-phenylbutane-1,3-dione
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The possible tautomerism of the potential rotary switch 2-(2-(2-Hydroxy-4-nitrophenyl)hydrazono)-1-phenylbutane-1,3-dione. / Hristova, Silvia; Kamounah, Fadhil S; Molla, Nevse; Hansen, Poul Erik; Nedeltcheva, Daniela; Antonov, Liudmil.
In: Dyes and Pigments, Vol. 144, 2017, p. 249-261.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - The possible tautomerism of the potential rotary switch 2-(2-(2-Hydroxy-4-nitrophenyl)hydrazono)-1-phenylbutane-1,3-dione
AU - Hristova, Silvia
AU - Kamounah, Fadhil S
AU - Molla, Nevse
AU - Hansen, Poul Erik
AU - Nedeltcheva, Daniela
AU - Antonov, Liudmil
PY - 2017
Y1 - 2017
N2 - The title compound is potentially tautomeric and its tautomerism was studied by means of molecular spectroscopy (1H and 13C NMR and UV–Vis) in DMSO as well as by quantum chemical calculations (M06-2X/TZVP). The detailed assignment of the NMR signals supported by the theoretical calculations clearly shows that the previous interpretation, available in the literature, about the coexistence of two tautomeric forms is not correct. The compound exists as major and minor isomer of a single tautomeric form. In addition, a 2-methoxy derivative (the OH group replaced by a methoxy group) is also investigated and show similar trends.
AB - The title compound is potentially tautomeric and its tautomerism was studied by means of molecular spectroscopy (1H and 13C NMR and UV–Vis) in DMSO as well as by quantum chemical calculations (M06-2X/TZVP). The detailed assignment of the NMR signals supported by the theoretical calculations clearly shows that the previous interpretation, available in the literature, about the coexistence of two tautomeric forms is not correct. The compound exists as major and minor isomer of a single tautomeric form. In addition, a 2-methoxy derivative (the OH group replaced by a methoxy group) is also investigated and show similar trends.
KW - DFT
KW - Hydrazone
KW - NMR
KW - Rotary switch
KW - Tautomerism
KW - UV–Vis spectroscopy
U2 - 10.1016/j.dyepig.2017.05.021
DO - 10.1016/j.dyepig.2017.05.021
M3 - Journal article
AN - SCOPUS:85019863992
VL - 144
SP - 249
EP - 261
JO - Dyes and Pigments
JF - Dyes and Pigments
SN - 0143-7208
ER -
ID: 179396447