Structural studies on Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene. An UV, IR, NMR and DFT study. A mini-review

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningpeer review

Resumé

Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene are chosen as an exemplary case for tautomeric Mannich bases. Molecular structures are calculated. OH stretching frequencies are rationalized based on DFT calculations. Intrinsic deuterium isotope effects on 13C chemical shifts in the M-form are estimated based on OH bond lengths. The observed deuterium isotope effects on 13C chemical shifts are demonstrated to be largely of equilibrium type except at ambient temperatures.
OriginalsprogEngelsk
TidsskriftJournal of Molecular Structure: THEOCHEM
Vol/bind1119
Sider (fra-til)235-239
Antal sider5
ISSN0166-1280
DOI
StatusUdgivet - 28 apr. 2016

Emneord

  • DFT calculations
  • Mannich base
  • Infra Red

Citer dette

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title = "Structural studies on Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene. An UV, IR, NMR and DFT study. A mini-review",
abstract = "Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene are chosen as an exemplary case for tautomeric Mannich bases. Molecular structures are calculated. OH stretching frequencies are rationalized based on DFT calculations. Intrinsic deuterium isotope effects on 13C chemical shifts in the M-form are estimated based on OH bond lengths. The observed deuterium isotope effects on 13C chemical shifts are demonstrated to be largely of equilibrium type except at ambient temperatures.",
keywords = "DFT calculations, Mannich base, Infra Red, Mannich bases, DFT calculations, Tautomerism, pKa differences, OH stretching frequencies",
author = "Hansen, {Poul Erik} and Jens Spanget-Larsen",
year = "2016",
month = "4",
day = "28",
doi = "10.1016/j.molstruc.2016.04.075",
language = "English",
volume = "1119",
pages = "235--239",
journal = "Journal of Molecular Structure: THEOCHEM",
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T1 - Structural studies on Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene. An UV, IR, NMR and DFT study. A mini-review

AU - Hansen, Poul Erik

AU - Spanget-Larsen, Jens

PY - 2016/4/28

Y1 - 2016/4/28

N2 - Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene are chosen as an exemplary case for tautomeric Mannich bases. Molecular structures are calculated. OH stretching frequencies are rationalized based on DFT calculations. Intrinsic deuterium isotope effects on 13C chemical shifts in the M-form are estimated based on OH bond lengths. The observed deuterium isotope effects on 13C chemical shifts are demonstrated to be largely of equilibrium type except at ambient temperatures.

AB - Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene are chosen as an exemplary case for tautomeric Mannich bases. Molecular structures are calculated. OH stretching frequencies are rationalized based on DFT calculations. Intrinsic deuterium isotope effects on 13C chemical shifts in the M-form are estimated based on OH bond lengths. The observed deuterium isotope effects on 13C chemical shifts are demonstrated to be largely of equilibrium type except at ambient temperatures.

KW - DFT calculations

KW - Mannich base

KW - Infra Red

KW - Mannich bases

KW - DFT calculations

KW - Tautomerism

KW - pKa differences

KW - OH stretching frequencies

U2 - 10.1016/j.molstruc.2016.04.075

DO - 10.1016/j.molstruc.2016.04.075

M3 - Journal article

VL - 1119

SP - 235

EP - 239

JO - Journal of Molecular Structure: THEOCHEM

JF - Journal of Molecular Structure: THEOCHEM

SN - 0166-1280

ER -