135354-98-2Relevant articles and documents
Syntheses of amidines from thioamides, mediated by the N-heterocyclic carbene indazol-3-ylidene
Scherbakow, Swetlana,Namyslo, Jan C.,Gjikaj, Mimoza,Schmidt, Andreas
experimental part, p. 1964 - 1968 (2010/01/19)
On decarboxylation, 1,2-dimethylindazolium-3-carboxylate forms the N-heterocyclic carbene 1,2-dimethylindazol-3-ylidene in situ, which proved to be a suitable reagent for amidinations of the mono-thiolactams of succinimide and phthalimide. Georg Thieme Ve
NMR STUDIES ON IMIDINES. II. 1H AND 13C NUCLEAR MAGNETIC RESONANCE STUDY ON THE TAUTOMERISM AND GEOMETRICAL ISOMERISM OF 3-ARYLIMINOISOINDOLINONES.
Spiessens, Luc I.,Anteunis, J. O.
, p. 763 - 790 (2007/10/02)
3-Aryliminoisoindolinones 2 have been fully examined by 1H and 13C NMR spectroscopy.A complete analysis of 13C-1H coupling constant is given for three of the compounds (2c, 3a, 4b).Only the arrylimino tautomeric forms are presented in polar (DMSO-d6,; CD3OD) and apolar solvent (CDCl3) as established by comparaison of 1H and 13C NMR chemical shift values of 2 with those of suitable model compounds (3, 4, 6 and 7).It is shown that both the endo- and exocyclic N-methylated aryliminoisoindol(en)inones (3 and 4) adopt the E configuration (due to steric hidrance of the N-methyl group) but that the title compounds are present in solution as 4:1 mixtures of Z and E components (Figure 4).This is not the case for the 2'-pyridyl derivatives (2c, 2e, 2f) where the Z form benefits from an intramolecular hydrogen bond.An interesting proximity 13C chemical shift effect is produced by the variation in steric crowding in the E vs Z isomers of the title compounds.
