Feldeffekte und nichtelektrostatische polare Effekte von Substituenten auf die Basizität von Phenolat-Ion, Anilin und N,N-Dimethylanilin

✍ Scribed by A. V. Willi

• Publisher: John Wiley and Sons
• Year: 1957
• Tongue: German
• Weight: 536 KB
• Volume: 40
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19570400705

✦ Synopsis

Abstract

The dependence of the logarithm of the relative ionisation constant, log K~rel~ = log (K/K~unsubst.~), on the reciprocal of the dielectric constant (Wynne‐Jones relation) is discussed for various substituted phenols, thiophenols, anilines and N,N‐dimethyl‐anilines. Although the plots deviate from linearity, the slopes, Δ log K~rel~/Δ(l/D), may be considered as proportional to the field effect of the substituent. Log K~rel~ for 1/D = 0 (intercept with the y axis) still contains a residual field effect in addition to the inductive and mesomeric effects, as the reciprocal of the effective dielectric constant is different from zero.