13C- and 1H-NMR substituent-induced chemical shifts in N(1)-(4-substituted phenyl)-3-cyano-4,6-dimethyl-2-pyridones

Journal of the Serbian Chemical Society

Jovanović Bratislav Ž.¹  Marinković Aleksandar D.¹  Valentić Nataša V.¹  Mijin Dušan Ž.¹  Ušćumlić Gordana G.¹ 

[1] Katedra za organsku hemiju, Tehnološko-metalurški fakultet, Beograd;

关键词: 13c-nmr substituent chemical shifts;    linear free energy relationships;    n(1)-(4-substituted phenyl)-3-cyano-4,6-dimethyl-2-pyridones;   

DOI  :  10.2298/JSC0805513M

来源: DOAJ

【 摘 要 】

The 13C- and 1H-NMR chemical shifts of thirteen N(1)-(4-substituted phenyl)-3-cyano-4,6-dimethyl-2-pyridones were measured in deuterated dimethyl sulfoxide (DMSO-d6). The correlation analysis for the substituent-induced chemical shifts (SCS) with σp, inductive (σI) and different scale of resonance (σR) parameters were performed using the SSP (single substituent parameter), DSP (dual substituent parameter) and DSP-NLR (dual substituent parameter-non-linear resonance) methods. The results of the calculations concerning the polar and resonance effects satisfactorily describe the substituent effects at the carbon atoms of interest. The mode of transmission of the substituent effects, both inductive and resonance, in relation to the geometry of the investigated pyridones is discussed.

【 授权许可】

Unknown