Crystal structure, 1H and 13C NMR spectral studies of 1,2,4,5-oxadiazaborole derivatives

Year 2019, Volume: 4 Issue: 4, 180 - 186, 31.12.2019

Meryem Pir , Hikmet Ağırbaş Onur Şahin

https://doi.org/10.30728/boron.466719

Abstract

Substituent
effects on 1H and 13C NMR chemical shifts of
5-substituted phenyl-3-phenyl-4,5-dihydro-1,2,4,5-oxadiazaboroles (1a-r) were studied respectively.
Single and duel substituent parameters were used for the correlation analysis
of substituent-induced chemical shifts with σ, F and R constants. The
calculations have shown the polar and resonance substituent effects on N-H proton
and C=N carbon atoms. The ρ value was found positive for compounds
(1a-r), which means that the substituent effect is normal. Additionally,
crystal structure of compound (1i)
was also studied. Density functional theory (DFT) calculations were carried out
to calculate the theoretical chemical shifts, bond distances and bond angles. 

Keywords

1H and 13C chemical shifts, GIAO-DFT calculations, Oxadiazaboroles, Substituent effect, X-ray structure

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