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Research Article

ECB. 2017; 6(9): 380-392


ELECTRONIC AND SPECTRAL PROPERTIES OF PHOSPHONIUM YLIDES-BETAINES, DERIVATIVES OF 2-OXAZOLINE-5-ONE WITH CONJUGATED AND NONCONJUGATED SUBSTITUENTS

Oleksandr Holovchenko, Antonina Naumenko, Roman Vydzhak, Esma Abdurakhmanova, Yaroslav Prostota, Oleksiy Kachkovsky, Volodymyr Brovarets.


Abstract

The spectral and quantum-chemical studies of phosphonium ylides derivatives of 2-oxazoline-5-one with both conjugated and nonconjugated substituents were performed. It was found that considerable positive charge is located at phosphorus atom, whereas the substantial negative charge is fixed at sulphur atom. It has been found from the calculations and 13C NMR spectral data that introducing of the non-conjugated and conjugated substituents in the position 2 of the oxazole cycle in thiaphosphonium ylides causes only small change in the molecular equilibrium geometry and in charge distribution in oxazole moiety, whereas spectral characteristics of substituted derivatives are very sensitive to the nature of the lowest electron transitions which reflects in changes of their absorption maxima.

Key words: phosphonium ylides, derivatives of 2-oxazoline-5-one, charge distribution, molecular geometry, 13C NMR spectroscopy, electron transitions, absorption spectra.






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