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Sterically Congested Molecules, 13. Note on the Substituent Effect of the Orthogonally Fixed Imino Function Connected by its Nitrogen Atom
Author(s) -
Knorr Rudolf,
Ferchland Kathrin
Publication year - 1994
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199419940917
Subject(s) - substituent , chemistry , steric effects , ring (chemistry) , nitrogen atom , nitrogen , molecule , medicinal chemistry , benzoic acid , aqueous solution , stereochemistry , group (periodic table) , atom (system on chip) , organic chemistry , computer science , embedded system
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.