54135-08-9Relevant academic research and scientific papers
Reactivity of phthalocyanine precursors
Lyubimtsev,Zheglova,Smirnova,Syrbu
, p. 1933 - 1941 (2016/05/11)
A higher reactivity of 4-nitrophthalonitrile as compared to phthalonitrile and 4-amino-phthalonitrile in the reaction with sodium methoxide in methanol was demonstrated by theoretical (semiempirical, ab initio calculations) and experimental methods. The regioisomeric composition of substituted methoxyiminoisoindolenines was studied by analysis of products of their reaction with p-toluidine. The higher reactivity of 3-imino-1-methoxyisoindolenine as compared to 1,3-diiminoisoindoline in the reactions with nucleophilic agents (ammonia, p-toluidine) was shown by semiempirical calculations and kinetic methods.
NMR STUDIES ON IMIDINES. V. 1H AND 13C NUCLEAR MAGNETIC RESONANCE STUDY OF THE TAUTOMERISM AND GEOMETRICAL ISOMERISM OF 1,3-BIS(ARYLIMINO)ISOINDOLINES
Spiessens, Luc I.,Anteunis, Marc J. O.
, p. 205 - 222 (2007/10/02)
Detailed 1H and 13C NMR data are given for a series of 1,3-bis(arylimino)isoindilines and for two N-methyl derivatives: 1,3-bis(phenylimino)-2-methylisoindoline (6) and 3-N,N-methyl,p-tolylamino-1-(p-tolylimino)-1H-isoindole (7). --- The diimino form is shown to be the predominant tautomer in compounds 2 - 5 by 13C chemical shift comparison with model compounds 6 and 7. --- Geometrical isomerism about the exocyclic C=N (C-N) bonds is discussed.The imino model 6 adopts the (E,E) configuration exclusively.Th e amino model 7 is present in a 90:10 (Z,E:E,E) ratio with respect to the p-tolylimino substituent at C-1.Compounds 2 - 4 show a mixture of (Z,Z) and (Z,E) isomers in a ratio of about 70:30.The bis-pyridyl derivative 5 is present exclusively as the (Z,Z) geometrical isomer due to an intramolecular hydrogen bond bridging mechanism.
