Synthesis, Spectroscopic and Structural Studies of New Schiff Bases Prepared from 3,5-Bu-2(t)-salicylaldehyde and Heterocyclic Amines: X-ray Structure of N-(3,5-di-tert-butylsalicylidene)-1-ethylcarboxylato-4-aminopiperidine

Abstract

Two new sterically hindered salicylaldimines, N-(2,2,6,6-tetramethyl-piperidine-4)-3,5-B u<inf>2</inf>t-salicylaldimine (I) and N-(1-carboxyethyl piperidine-4)-3,5-B u<inf>2</inf>t-salicylaldimine (II), have been prepared and characterized by IR, UV-vis, 1H NMR, 13C NMR techniques and the structure of II has been examined by X-ray crystallography. No intermolecular H-bonding, π-π stacking or C{single bond}H⋯π interactions are observed in the structure. The crystal structure the was mainly governed by intermolecular steric repulsions, due to bulky tert-butyl groups and the tendency of salicylaldimine rings to pack in parallel mode forms one-dimensional columns. © 2007.