Sterically Congested Molecules, 13. Note on the Substituent Effect of the Orthogonally Fixed Imino Function Connected by its Nitrogen Atom

✍ Scribed by Knorr, Rudolf ;Ferchland, Kathrin

• Publisher: John Wiley and Sons
• Year: 1994
• Tongue: English
• Weight: 153 KB
• Volume: 1994
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199419940917

✦ Synopsis

Abstract

Determination of the p__K__~a~′ value for the carboxylic function of 3,5‐dimethyl‐4‐[(2,2,5,5‐tetramethylcyclopentylidene)amino]‐benzoic acid (2) in aqueous alcohols leads to the Hammett substituent parameter σ~p~ = +0.07 (±0.07) for the imino group whose π‐electron system is orthogonal to that of the mediating aromatic ring.