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

Research output: Contribution to journalJournal articleResearchpeer-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.
Original languageEnglish
JournalJournal of Molecular Structure: THEOCHEM
Volume1119
Pages (from-to)235-239
Number of pages5
ISSN0166-1280
DOIs
Publication statusPublished - 28 Apr 2016

Keywords

  • Mannich bases
  • DFT calculations
  • Tautomerism
  • pKa differences
  • OH stretching frequencies

Cite this

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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",
issn = "0166-1280",
publisher = "Elsevier BV",

}

Structural studies on Mannich bases of 2-Hydroxy-3,4,5,6-tetrachlorobenzene. An UV, IR, NMR and DFT study. A mini-review. / Hansen, Poul Erik; Spanget-Larsen, Jens.

In: Journal of Molecular Structure: THEOCHEM, Vol. 1119, 28.04.2016, p. 235-239.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

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 -