36411-32-2Relevant academic research and scientific papers
Structure, polymorphism and thermal properties of phenyliminoisoindolines
Zhang, Zhi-Qin,Uth, Samnang,Sandman, Daniel J.,Foxman, Bruce M.
, p. 769 - 776 (2007/10/03)
The crystal and molecular structures of (a) 1-imino-3-phenyliminoisoindoline (2), (b) two polymorphs (3Mono and 3Tric) and a nexane solvate (3Hex) of 1,3-bis(phenylimino)isoindoline (3) and (c) 3-phenyliminoisoindolinone (4) were determined via single-crystal x-ray diffraction. The two polymorphs and solvate of 3 were all obtained by crystallization from hexane. In the solid state, 2 is found as the anti isomer of the amino tautomer, and all forms of 3 exist as either the syn,anti or anti,anti isomers of the diimino tautomer. The 3Tric and 3Mono polymorphs represent a rare example in which the phenomena of conformational polymorphism and conformational isomorphism occur for the same substance. Compound 4 crystallizes as the anti isomer of the keto form. Differential scanning calorimetry and thermogravimetric analysis were performed to characterize the thermal properties of samples of 2-4. X-ray powder diffraction studies on 2, 3 and 4 reveal that, whereas specimens of 2 are a single phase, none of the samples of 3 and 4 crystallize as single phases under the conditions of the experiments. Copyright
NMR STUDIES ON IMIDINES. VII. THE TAUTOMERISM OF MONO-N-ARYL SUBSTITUTED PHTHALIC IMIDINES. A 1H AND 13C NUCLEAR MAGNETIC RESONANCE STUDY.
Spiessens, Luc I.,Anteunis, M. J. O.
, p. 431 - 452 (2007/10/02)
1H and 13C NMR data indicate the presence of N-aryl substituted phthalic imidines to exist as 3-amino-1-N-arylimino-1H-isoindole compounds in DMSO-d6.In CDCl3 a tautomeric equilibrium mixture containing 20percent of the imino form is observed.The presence of a dimeric association through intramolecular H bonds is suggested.It is shown that intramolecular NH-N hydrogen bonds displace the tautomeric equilibrium toward the imino tautomer in 2-pyridyl substituted phthalic imidines.In the reaction product of phthalic imidine and 2,6-diaminopyridine, 11, two pairs of intramolecular NH-N hydrogen bonds result in the presence of both amino and imino tautomeric forms in the same molecular species.
SYNTHESIS OF 1,3-DIIMINOISOINDOLINES FROM 2-CYANOBENZALDEHYDE. REACTION OF N-(2-CYANOBENZYLIDENE)ANILINES WITH ELEMENTAL SULFUR IN LIQUID AMMONIA AND AMINES
Sato, Ryu,Nakayama, Mikiya,Yuzawa Yoshiki,Goto, Takehiko,Saito, Minoru
, p. 1887 - 1890 (2007/10/02)
Various 1,3-diiminoisoindolines were obtained by treating N-(2-cyanobenzylidene)anilines with elemental sulfur in liquid ammonia and amines.A novel route to isoindoline from 2-cyanobenzaldehyde was developed.
