Infrared spectra and hydrogen bonding in some methyl α-glycopyranosides

1975 ◽  
Vol 28 (2) ◽  
pp. 335 ◽  
Author(s):  
AJ Michell
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonding ◽  
Infrared Spectra ◽  
Bending Vibrations ◽  
Ambient Temperatures ◽  
Out Of Plane ◽  
Stretching Vibrations ◽  
Plane Bending

Spectra in the OH stretching and out-of-plane bending regions of four methyl α-glycopyranosides of known crystal structure have been obtained at ambient and sub-ambient temperatures. Partial deuteration has been used to uncouple the stretching vibrations and assist in assignments of the out-of-plane bending vibrations.

Investigation of Spectral Sensitization V. A Study of the Visible and Infrared Spectra of Some Very Pure 2-bis-Benzoxazolyl, 2-bis-Indolinyl, and 2-bis-Quinolyl Cyanine Iodides

1967 ◽  
Vol 21 (2) ◽  
pp. 71-80 ◽  
Author(s):  
A. Leifer ◽  
D. Bonis ◽  
M. Boedner ◽  
P. Dougherty ◽  
A. J. Fusco ◽  
...  
Keyword(s):  
Infrared Spectra ◽  
Absorption Maximum ◽  
Low Frequency ◽  
Cyanine Dyes ◽  
Visible Range ◽  
Bending Vibrations ◽  
Out Of Plane ◽  
Phenyl Rings ◽  
Plane Bending ◽  
Bending Modes

A detailed study of the visible spectra in solution and the infrared spectra in the solid state has been made for the following vinylogous series of cyanine dyes: [2-bis(3-ethylbenzoxazolyl)] cyanine iodides, [2-bis-(1-ethyl-3,3-dimethylindolinyl)] cyanine iodides, and [2-bis-(1-ethylquinolyl)] cyanine iodides. Each dye, to be acceptable for study, had to be chromatographically pure, give a correct microchemical elemental analysis, and be free of electron-spin-resonance (free-radical) signals. The characteristic red shift of the principal absorption maxima was observed for these dyes in the visible range as the number of methine linkages increased. A careful comparison of the visible spectral data of the [2-bis(3-ethylbenzoxazolyl)] cyanine iodides with those of the corresponding [2-bis(3-ethylbenzothiazolyl)] and [2-bis(3-ethylbenzoselenazolyl)] cyanine iodides, [Leifer et al., Appl. Spectry. 20, (1966)] indicates that the electronegativity of the atom S, Se, or O in the heterocyclic rings probably affects the wavelength of the principal absorption maximum. As the electronegativity of the Group VI.A atom increases, the principal absorption maximum shifts slightly toward the blue. Assignments of vibrational modes to separate absorption regions have been made for these vinylogous series of dyes. Each vinylog has a characteristic pattern of resonant-conjugated stretching modes in the region 1600–1400 cm−1. Some of these modes exhibit a low frequency shift as the resonant-conjugated chain increases. Comparison of the benzoxazolyl modes with those of the corresponding benzothiazolyl and benzoselenazolyl modes indicates that they are probably a function of the electronegativity of S, Se, or O in the heterocyclic rings. As the electronegativity of the VI.A atom increases, the resonant-conjugated stretching modes shift to higher frequencies. There are also characteristic bands in the 1600–1400 cm−1 region which are present in all the vinylogs of each series of these dyes. These bands have been assigned to the stretching modes of the fused phenyl rings present in these dyes. It appears that the fused phenyl stretching modes are a function of the groupings C(CH3)2, O, S, Se present in the indolinyl, benzoxazolyl, benzothiazolyl, and benzoselenazolyl heterocyclic rings, respectively. The sulfur and selenium atoms affect these modes the least while the oxygen atom affects these modes the most. Assignments have been made for the aromatic CH out-of-plane bending modes in the region 800–700 cm−1 for these vinylogous series of cyanine dyes. In the spectra of the 2-bis-indolinyl and 2-bis-quinolyl cyanine iodides, there is a band appearing in the region 1000–900 cm−1 which changes systematically with an increase in the number of hydrogens on the bridge. This band has been assigned to the out-of-plane bending vibrations of the hydrogens in a trans configuration on the bridge. No evidence of a cis isomer was observed in the spectra.

Investigation of Spectral Sensitization IV. A Study of Visible and Infrared Spectra of Some Very Pure Bis—Benzothiazolyl and Bis—Benzoselenazolyl Cyanine Iodides

1966 ◽  
Vol 20 (5) ◽  
pp. 289-297 ◽  
Author(s):  
A. Leifer ◽  
D. Bonis ◽  
M. Boedner ◽  
P. Dougherty ◽  
M. Koral ◽  
...  
Keyword(s):  
Infrared Spectra ◽  
Low Frequency ◽  
Bending Vibrations ◽  
Crystal Field Effect ◽  
Spin Resonance ◽  
Visible Spectra ◽  
Out Of Plane ◽  
Phenyl Rings ◽  
Plane Bending ◽  
Cis Isomer

A detailed study of the visible spectra in solution and the infrared spectra in the solid state have been made for the following vinylogous series of dyes: [2-bis(3-ethylbenzothiazolyl)] cyanine iodides and [2-bis(3-ethylbenzoselenazolyl)] cyanine iodides. Each dye, to be acceptable for study, had to be chromatographically pure, give a correct microchemical elemental analysis, and be free of electron-spin resonance (free radical) signals. The characteristic red shift of the principal absorption maxima was observed for these dyes in the visible as the number of methine linkages increased. Assignments of vibrational modes to separate absorption regions have been made for these vinylogous series of dyes. Each vinylog has a characteristic pattern of resonant-conjugated stretching modes in the region 1600–1400 cm−1. These modes exhibit a low-frequency shift as the resonant-conjugated chain length increases. There are bands absorbing in the regions 1594–1572 cm−1 and 1470–1453 cm−1 which are present in all the vinylogs and which have been assigned to the aromatic stretching vibrations of the fused phenyl rings present in all these dyes. There is a band appearing in the region 1000–900 cm−1 which changes systematically with an increase in the number of hydrogens on the bridge and with substitution on the bridge. This band has been assigned to the out-of-plane bending vibrations of the hydrogens in a trans configuration on the bridge. No evidence of a cis isomer was observed in the spectra. There is a band near 760 cm−1 which is split into a doublet and has been assigned to the aromatic CH out-of-plane bending vibrations of the four adjacent hydrogens on the fused phenyl rings. This splitting has been attributed to a crystal field effect which gives rise to in-phase and out-of-phase vibrations of the same groups in two different molecules.

PROTONATED CARBONYL GROUPS: V. α-PYRIDONE SALTS

1965 ◽  
Vol 43 (4) ◽  
pp. 749-757 ◽  
Author(s):  
Denys Cook
Keyword(s):  
Carbonyl Group ◽  
Infrared Spectra ◽  
Carbonyl Groups ◽  
Bending Vibrations ◽  
Out Of Plane ◽  
Plane Bending ◽  
Strong Acids

Salts of 1-methyl-2-pyridone and 1-methyl-2-quinolone with strong acids have been prepared and their infrared spectra recorded between 4 000 and 650 cm−1. Protonation of the carbonyl group occurs giving rise to OH stretching, in-plane and out-of-plane bending vibrations which absorb in characteristic regions of the spectrum, namely 1 900 – 3 300 cm−1 (depending on the anion), ~ 1 250 cm−1, and ~ 800 cm−1 respectively, with appropriate shifts on deuteration. Other tentative assignments are made.

Synthesis, spectral and electrochemical study of coordination molecules Cu4OX6L4: 4-cyanopyridine Cu4OBrnCl(6−n)(4-CNpy)4 complexes

2010 ◽  
Vol 64 (3) ◽  
Author(s):  
Gregor Ondrejovič ◽  
Adela Kotočová ◽  
Marian Koman ◽  
Peter Segľa
Keyword(s):  
Cyclic Voltammetry ◽  
Infrared Spectra ◽  
Electronic Spectra ◽  
Pyridine Ring ◽  
Pyridine Complexes ◽  
Half Wave ◽  
Out Of Plane ◽  
Donor Acceptor ◽  
Back Bonding ◽  
Stretching Vibrations

AbstractNew 4-cyanopyridine halide and mixed-halide Cu4OBrnCl(6−n)(4-CNpy)4 complexes (4-CNpy = 4-cyanopyridine, n = 0–6) were synthesised, characterised, and studied by infrared spectra, electronic spectra, and cyclic voltammetry. Infrared spectra revealed donor-acceptor vibrational couplings of the Cu4O, Cu-Cl, and Cu-N stretching vibrations with the in-plane and out-of-plane pyridine ring vibrations. The infrared spectra, electronic spectra, and half-wave potentials correspond to a weak donor and a strong acceptor behaviour of the 4-cyanopyridine ligands and to π-back bonding, Cu(II)→pyridine rings. The results were compared with the related pyridine and 4-substituted pyridine complexes.

The infrared spectra of theobromine salts

1967 ◽  
Vol 45 (23) ◽  
pp. 2899-2902 ◽  
Author(s):  
Denys Cook ◽  
Zephyr R. Regnier
Keyword(s):  
Hydrogen Bond ◽  
Nitrogen Atom ◽  
Infrared Spectra ◽  
Imidazole Ring ◽  
Free Base ◽  
Absorption Bands ◽  
Out Of Plane ◽  
Stretching Vibrations ◽  
Deformation Modes ◽  
Infrared Absorption Bands

From the infrared spectra of theobromine salts it is concluded that the salts are probably arranged in hydrogen-bonded centrosymmetric pairs involving [Formula: see text] interactions. [Formula: see text] anion− hydrogen bonds are formed by protonation of the free nitrogen atom (N9) in the imidazole ring. Infrared absorption bands arising from the former hydrogen bond constantly appear near 3 000 cm−1, whereas those from the latter shift from 2 580 to 3 300 cm−1, depending on the anion. In-plane NH and N+H deformation modes give bands near 1 485 and 1 160 cm−1, respectively. Out-of-plane NH modes have been located, but precise assignments are not possible.The assignments for some other bands which show deuteration shifts are detailed, and the carbonyl stretching vibrations which increase in frequency on protonation of the free base are identified.

Effect of functional group conformation on the infrared spectra of some gem difunctional phenylethylene derivatives

1969 ◽  
Vol 47 (17) ◽  
pp. 3147-3152 ◽  
Author(s):  
D. J. Currie ◽  
C. E. Lough ◽  
F. K. McClusky ◽  
H. L. Holmes
Keyword(s):  
Absorption Band ◽  
Functional Groups ◽  
Infrared Spectra ◽  
Functional Group ◽  
Plane Deformation ◽  
Carbonyl Groups ◽  
Deformation Bands ◽  
Or Groups ◽  
Out Of Plane ◽  
Stretching Vibrations

Except for the benzalmalononitriles, two functional group stretching vibrations occur in the infrared (i.r.) spectra of the β,β-difunctional-styrenes with similar functional groups. For geometrically homogeneous compounds with dissimilar functional groups only one absorption band occurs for each functional group. The two bands for similar functional groups have been ascribed to S-cis- and S-trans-conformations of the carbonyl groups with respect to the ethylene and variation in the frequencies of each of these oriented carbonyls to rotation of the functional group or groups out of the plane of the ethylene by steric factors.Frequencies for ethylenic C—H out of plane deformation bands for β-monofunctional styrenes accorded with those already assigned to this vibration. A similar assignment could not be made for the difunctional analogues.

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