Abstract
Herein, novel magnetic nanoparticles with pyridinium bridges namely Fe3O4@SiO2@PCLH-TFA through a multi-step pathway were designed and synthesized. The desired catalyst and its corresponding precursors were characterized with different techniques such as Fourier transform infrared (FT-IR) spectroscopy, 1H NMR, 13C NMR, Mass spectroscopy, energy dispersive X-ray (EDX) analysis, thermogravimetric/derivative thermogravimetry (TG/DTG) analysis, scanning electron microscopy (SEM), transmission electron microscopy (TEM), and vibrating sample magnetometer (VSM). In addition, the catalytic application of the prepared catalyst in the synthesis of new series of triarylpyridines bearing sulfonate and sulfonamide moieties via a cooperative vinylogous anomeric-based oxidation was highlighted. The current trend revealed that the mentioned catalyst shows high recoverability in the reported synthesis.
Highlights
Novel magnetic nanoparticles with pyridinium bridges namely Fe3O4@SiO2@PCLHTFA through a multi-step pathway were designed and synthesized
Divers’ techniques including Fourier transform infrared (FT-IR), XRD, energy dispersive X-ray (EDX), scanning electron microscopy (SEM), transmission electron microscopy (TEM), vibrating sample magnetometer (VSM) and thermogravimetric/derivative thermogravimetry (TG/DTG) were employed to validate the formation of Fe3O4@SiO2@PCLH-TFA
FT-IR spectrum of Fe3O4@SiO2@PCLH-TFA and related intermediates including Fe3O4, Fe3O4@SiO2, Pyridine containing ligand (PCL) and Fe3O4@SiO2@PCL were discussed in a comparative investigation
Summary
Since that the pyridines with sulfonate and sulfonamide moieties have been considered as drug candidates, the synthesis of a new library of symmetrical triarylpyridines bearing sulfonate and sulfonamide moieties are our main research interest. We wish to present a new catalytic system with pyridinium linkers for the synthesis of the above-mentioned compounds. Divers’ techniques including FT-IR, XRD, EDX, SEM, TEM, VSM and TG/DTG were employed to validate the formation of Fe3O4@SiO2@PCLH-TFA. FT-IR spectrum of Fe3O4@SiO2@PCLH-TFA and related intermediates including Fe3O4, Fe3O4@SiO2, PCL and Fe3O4@SiO2@PCL were discussed in a comparative investigation. The changes made in each of the intermediates confirm their proper synthesis, which confirms the successful preparation of Fe3O4@SiO2@PCL. The diagnostic peak of F e3O4 appeared at 633 cm−1 is related to the stretching vibration of Fe–O. In the FT-IR spectrum of Fe3O4@SiO2 the diagnostic peak at 1099 cm−1 is belonged to the Si–O–Si absorption band. OEt Si OEt OEt i) NH4OAc, H2O, 80 °C, 2 h ii) EtOH/H2O (5/2), NaNO2, AcOH, Reflux, 4h iii) N2H4.5H2O, 80 °C, 6 h
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