88876-61-3Relevant academic research and scientific papers
SYNTHESIS OF 3,5-DICYANO-4-PHENYL-2,6-BIS(4-p-TERPHENYLYL)-1,4-DIHYDROPYRIDINE. AN ATTEMPT AT EXTENDING THE HANTZSCH SYNTHESIS
Marchalin, Stefan,Kuthan, Josef
, p. 1962 - 1970 (2007/10/02)
The 3-oxopropanenitrile IIIc, prepared from 4-acetyl-p-terphenyl (IV) by the sequence IV -> V -> VI -> IIIc, reacts with benzaldehyde and ammonium acetate in acetic acid to give the Hantzsch dihydropyridine VIIc and the corresponding pyridine derivative VIIIc.The alternative cyclocondensation of benzylidene derivative IIc and 3-oxopropanenitrile IIIc in the presence of ammonium acetate exclusively gives the pyridine derivative VIIIc.Rate of thermal and oxidative aromatizations of the 1,4-dihydropyridine derivatives, VIIa-VIIc -> VIIIa-VIIIc, decreases in the order VIIc > VIIb > VIIa.Mechanism of these transformations and spectral characteristics of compounds VIIc and VIIIc are discussed with regard to their molecular structure.
SYNTHESIS AND SPECTRAL PROPERTIES OF 4-SUBSTITUTED 2,6-BIS-(4-BIPHENYLYL)-3,5-DICYANO-1,4-DIHYDROPYRIDINES
Marchalin, Stefan,Kuthan, Josef
, p. 3112 - 3122 (2007/10/02)
Cyclocondensation of 3-amino-3-(4-biphenylyl)acrylonitrile (Ie) with benzaldehydes p-RC6H4COH,2-furaldehyde and acetone produces 1,4-dihydropyridine derivatives IIa-IIj,III and IV. 4-Cyanobiphenyl (Id) has been prepared and transformed into nitrile Ie by action of sodium powder and acetonitrile.Relation between structure and spectral properties of the dihydro derivatives prepared is discused.
