Synthesis, spectroscopic and structural studies of new Schiff bases prepared from 3,5-Bu2t-salicylaldehyde and heterocyclic amines: X-ray structure of N-(3,5-di-tert-butylsalicylidene)-1-ethylcarboxylato-4-aminopiperidine.
Two new sterically hindered salicylaldimines, N-(2,2,6,6-tetramethyl-piperidine-4)-3,5-Bu2t-salicylaldimine (I) and N-(1-carboxyethyl piperidine-4)-3,5-Bu2t-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, pi-pi stacking or C--H...pi 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.
Tas
Esref
E
Department of Chemistry, Faculty of Arts and Sciences, Harran University, Osmanbey Campus, 63300, Sanliurfa, Turkey.
Ucar
Ibrahim
I
Kasumov
Veli T
VT
Kilic
Ahmet
A
Bulut
Ahmet
A
D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010880:Piperidines / Q000737:chemistry*; D012459:Salicylates / Q000737:chemistry*; D012545:Schiff Bases / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
D000447:Aldehydes; D000588:Amines; D006571:Heterocyclic Compounds; D008024:Ligands; C526641:N-(3,5-di-tert-butylsalicylidene)-1-ethylcarboxylato-4-aminopiperidine; D010880:Piperidines; D012459:Salicylates; D012545:Schiff Bases; C013243:salicylaldehyde