Matrix-isolation FT-IR and theoretical investigation of the vibrational properties of the sterically hindered ortho-hydroxy acylaromatic Schiff bases

J. Pajak; G. Maes; W. M. De Borggraeve; N. Boens; A. Filarowski

doi:10.1016/j.molstruc.2007.04.004

Matrix-isolation FT-IR and theoretical investigation of the vibrational properties of the sterically hindered ortho-hydroxy acylaromatic Schiff bases

J. Pajak, G. Maes, W. M. De Borggraeve, N. Boens, A. Filarowski

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

FT-IR and FT-Raman spectra of the ortho-hydroxy acylaromatic Schiff bases (2-(α-(N-methylimino)ethyl)-4-chloro-6-nitrophenol - I, 2-(α-(N-methylimino)ethyl)-4,6-dichlorophenol - II), and their isotoposubstitutions have been recorded in the range of 4000-50 cm^-1. The spectra were interpreted by a normal coordinate analysis based on B3LYP/6-31++G(d,p) density functional calculations and experimental deuterosubstitution. Proton transfer equilibrium between the enolic and keto tautomers of two sterically hindered Schiff bases has been studied combined experimental (FT-IR matrix-isolation and FT-Raman) and theoretical (DFT/B3LYP/6-31++G(d,p)) methods.

Original language	English
Pages (from-to)	83-93
Number of pages	11
Journal	Journal of Molecular Structure
Volume	844-845
DOIs	https://doi.org/10.1016/j.molstruc.2007.04.004
Publication status	Published - Nov 12 2007
Externally published	Yes

Keywords

Acylaromatic
Intramolecular hydrogen bond
Matrix-isolation
Schiff base
ortho-Hydroxy ketimine

ASJC Scopus subject areas

Analytical Chemistry
Spectroscopy
Organic Chemistry
Inorganic Chemistry

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10.1016/j.molstruc.2007.04.004

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@article{063eaf1e6dc1434eaa104b41bcbc2888,

title = "Matrix-isolation FT-IR and theoretical investigation of the vibrational properties of the sterically hindered ortho-hydroxy acylaromatic Schiff bases",

abstract = "FT-IR and FT-Raman spectra of the ortho-hydroxy acylaromatic Schiff bases (2-(α-(N-methylimino)ethyl)-4-chloro-6-nitrophenol - I, 2-(α-(N-methylimino)ethyl)-4,6-dichlorophenol - II), and their isotoposubstitutions have been recorded in the range of 4000-50 cm-1. The spectra were interpreted by a normal coordinate analysis based on B3LYP/6-31++G(d,p) density functional calculations and experimental deuterosubstitution. Proton transfer equilibrium between the enolic and keto tautomers of two sterically hindered Schiff bases has been studied combined experimental (FT-IR matrix-isolation and FT-Raman) and theoretical (DFT/B3LYP/6-31++G(d,p)) methods.",

keywords = "Acylaromatic, Intramolecular hydrogen bond, Matrix-isolation, Schiff base, ortho-Hydroxy ketimine",

author = "J. Pajak and G. Maes and {De Borggraeve}, {W. M.} and N. Boens and A. Filarowski",

note = "Funding Information: J.P. acknowledges the K.U. Leuven Research Council for a Research Fellowship. A.F. acknowledges the bilateral collaboration Poland-Flanders (BIL/05/16). W.M.D.B. thanks the F.W.O.-Vlaanderen for a postdoctoral fellowship.",

year = "2007",

month = nov,

day = "12",

doi = "10.1016/j.molstruc.2007.04.004",

language = "English",

volume = "844-845",

pages = "83--93",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier",

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TY - JOUR

T1 - Matrix-isolation FT-IR and theoretical investigation of the vibrational properties of the sterically hindered ortho-hydroxy acylaromatic Schiff bases

AU - Pajak, J.

AU - Maes, G.

AU - De Borggraeve, W. M.

AU - Boens, N.

AU - Filarowski, A.

N1 - Funding Information: J.P. acknowledges the K.U. Leuven Research Council for a Research Fellowship. A.F. acknowledges the bilateral collaboration Poland-Flanders (BIL/05/16). W.M.D.B. thanks the F.W.O.-Vlaanderen for a postdoctoral fellowship.

PY - 2007/11/12

Y1 - 2007/11/12

N2 - FT-IR and FT-Raman spectra of the ortho-hydroxy acylaromatic Schiff bases (2-(α-(N-methylimino)ethyl)-4-chloro-6-nitrophenol - I, 2-(α-(N-methylimino)ethyl)-4,6-dichlorophenol - II), and their isotoposubstitutions have been recorded in the range of 4000-50 cm-1. The spectra were interpreted by a normal coordinate analysis based on B3LYP/6-31++G(d,p) density functional calculations and experimental deuterosubstitution. Proton transfer equilibrium between the enolic and keto tautomers of two sterically hindered Schiff bases has been studied combined experimental (FT-IR matrix-isolation and FT-Raman) and theoretical (DFT/B3LYP/6-31++G(d,p)) methods.

AB - FT-IR and FT-Raman spectra of the ortho-hydroxy acylaromatic Schiff bases (2-(α-(N-methylimino)ethyl)-4-chloro-6-nitrophenol - I, 2-(α-(N-methylimino)ethyl)-4,6-dichlorophenol - II), and their isotoposubstitutions have been recorded in the range of 4000-50 cm-1. The spectra were interpreted by a normal coordinate analysis based on B3LYP/6-31++G(d,p) density functional calculations and experimental deuterosubstitution. Proton transfer equilibrium between the enolic and keto tautomers of two sterically hindered Schiff bases has been studied combined experimental (FT-IR matrix-isolation and FT-Raman) and theoretical (DFT/B3LYP/6-31++G(d,p)) methods.

KW - Acylaromatic

KW - Intramolecular hydrogen bond

KW - Matrix-isolation

KW - Schiff base

KW - ortho-Hydroxy ketimine

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DO - 10.1016/j.molstruc.2007.04.004

M3 - Article

AN - SCOPUS:35348859013

SN - 0022-2860

VL - 844-845

SP - 83

EP - 93

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

ER -

Matrix-isolation FT-IR and theoretical investigation of the vibrational properties of the sterically hindered ortho-hydroxy acylaromatic Schiff bases

Abstract

Keywords

ASJC Scopus subject areas

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