Effect of fluorine substitution on stretching vibrations of the azoxy group in azoxybenzenes

Korobeinicheva, I. K.; Fugaeva, O. M.; Fürin, G. G.

doi:10.1016/s0022-1139(00)81609-7

Cited by 3 publications

(2 citation statements)

References 5 publications

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“…24 The strong bands at 1277È1268 cm~1 in the Raman and IR spectra of 2 and 5 are assigned to the CN(O) stretch with the oxygen-coordinated nitrogen. 17 The CN stretch (non-oxygen-coordinated nitrogen) is assigned to modes at 1329È1325 cm~1 which are very intense in the Raman spectra and very weak in the IR spectra. The N ] O stretch contributes to the peaks observed at 1097È1092 cm~1 in the Raman and IR spectra.…”

Section: Azoxyaromatic Ethersmentioning

confidence: 99%

“…15 The vibrational spectra of azoxybenzenes have been studied to a lesser extent. 16,17 Resonance Raman spectroscopy is often employed because a lowenergy electronic state (n*^n) of the chromophore is accessible by visible lasers nm). In (j max \ 300È500 addition, the characteristic NxN stretching vibration of the chromophore is Raman active and IR inactive for symmetrically substituted azobenzenes and is weak in the IR spectra of non-symmetrically substituted derivatives.…”

Section: Introductionmentioning

confidence: 99%

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Vibrational characterization of azobenzenes, azoxybenzenes and azoaromatic and azoxyaromatic polyethers

Tecklenburg

Kosnak

Bhatnagar

et al. 1997

J. Raman Spectrosc.

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Raman and infrared spectra of a bisphenol-A-containing azoaromatic polyether, a bisphenol-A-containing azoxyaromatic polyether and a bisphenol-A-containing 2-hydroxyazoaromatic polyether were analyzed. Vibrational spectra were also collected for the corresponding model compounds 4,4º-(4-tert-butylphenoxy)azobenzene, 4,4º-(4-tert-butylphenoxy)azoxybenzene and 4,4º-(4-tert-butylphenoxy)-2-hydroxyazobenzene. Comparisons with substituted azobenzenes and azoxybenzenes were used in assigning the spectra in the 1650-900 cm-1 region. Assignments of the NxN stretch (1410-1390 cm-1) demonstrate that all of the compounds are in the trans conÐguration. The azo bridge vibrations of the azoaromatic ethers are very similar to those of azobenzene. Di †er-ent types of hydrogen bonding are seen in the 2-hydroxyazoaromatic compounds. The polyether has an OH stretch at 3355 cm-1 which indicates a network of intermolecular hydrogen bonds among the polymers. The 2-hydroxyazoaromatic model compound has no IR peak above 3100 cm-1 and NxN, CO and CN stretches which are shifted due to an intramolecular hydrogen bond with the azo nitrogen. The NxN stretch of the azoxyaromatic ethers is at the same wavenumber as in the azo compounds. Assignment of the N Ç O stretch vibration is difficult because of mixing with other modes of the azoxy bridge.

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Section: Azoxyaromatic Ethersmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Vibrational characterization of azobenzenes, azoxybenzenes and azoaromatic and azoxyaromatic polyethers

Tecklenburg

Kosnak

Bhatnagar

et al. 1997

J. Raman Spectrosc.

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Molecular mechanics (MM3) calculations on azoxy compounds

Fan

Allinger

1994

J Comput Chem

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The MM3 force field has been extended to include azoxy compounds and also the related amine oxides, both aliphatic and aromatic. The structures of nine molecules were all well fit. The heats of formation for the aliphatic compounds were also well fit, and the vibrational spectra of eight compounds were also fit to the accuracy expected for such calculations. Because many of the experimental data needed to derive the force field were either lacking or were inadequate, ab initio calculations on structures, optimized at the MP2/6-31G* level, were used as needed.

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