Aim and Objective: The late transition metal complexes with five-membered heterocyclic monoimine
ligands have attracted much attention because of their potential application in olefin polymerization catalysis.
In order to increase the coordination ability of heteroatom N and S to center metals, CH3 group was introduced
into the side arm of pyrrole imine and thiophene imine respectively, to get two series of novel fivemembered
heterocyclic imine compounds, mono (imino)pyrroles and mono(imino)-thiophenes.
Materials and Methods: Two series of novel five-membered heterocyclic compounds with the mono-imine
group were synthesized from the p-toluene sulfonic acid catalyzed Schiff base condensation of aromatic amines
and 2-acetylpyrrole/ 2-acetylthiophene respectively, using CH3 group to substitute the common H atom on
the side arm of pyrrole imine/ thiophene imine.
Results: All the heterocyclic mono-imine compounds were characterized adequately by means of 1H NMR, 13C
NMR, FT-IR, elementary analysis, as well as X-ray crystallographic diffraction. The reactivity differences
between two precursor 2-acetylpyrrole and 2-acetylthiophene with aromatic amines were compared and discussed
Conclusion: Compared to traditional heating methods, the solvent-free microwave irradiation seemed more
efficient to prepare these series of five-membered heterocyclic mono-imine compounds, which resulted in a
higher yield and cleaner product.