Preparation and characterization of a novel organic–inorganic hybrid nanostructure: application in synthesis of spirocompounds

Immobilization and heterogenization of acidic/basic groups or organic tags on inorganic supports have found many important applications in recent years. In this investigation, a new hybrid organic–inorganic nanostructure was prepared. The structure of novel nanomaterial was characterized by Fourier...

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Bibliographic Details
Published in:Research on chemical intermediates 2020-07, Vol.46 (7), p.3277-3294
Main Authors: Ahadi, Najmieh, Bodaghifard, Mohammad Ali, Mobinikhaledi, Akbar
Format: Article
Language:English
Subjects:
Catalysis
Catalysts
Chemistry
Chemistry and Materials Science
Fourier transforms
Infrared analysis
Inorganic Chemistry
Nanomaterials
Nanostructure
NMR
Nuclear magnetic resonance
Physical Chemistry
Reaction time
Spectrum analysis
Thermogravimetric analysis
X-ray spectroscopy
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Summary:Immobilization and heterogenization of acidic/basic groups or organic tags on inorganic supports have found many important applications in recent years. In this investigation, a new hybrid organic–inorganic nanostructure was prepared. The structure of novel nanomaterial was characterized by Fourier transform infrared spectroscopy, X-ray diffraction, thermogravimetric analysis, vibrating sample magnetometer, scanning electron microscopy and the energy-dispersive X-ray spectroscopy techniques. The spirocompounds, especially spiroperimidines and pyranopyrazoles, are important structures with diverse biological activities and many applications in industries. So, the prepared hybrid nanomaterial was used as an efficient catalyst in the one-pot, green and simple protocol for the synthesis of pyranopyrazole, spiropyranopyrazole and spiroperimidine derivatives. The structure of some compounds is characterized by FT-IR, 1 H-NMR and 13 C-NMR analyses. In addition, the proposed intermediates were synthesized and identified to prove the presented mechanism of the reaction. This hybrid nanomaterial is a recyclable and highly efficient heterogeneous catalyst and easily separated by an external magnet from the reaction media. The short reaction time, high efficiency, operational safety and use of environmentally benign solvent are some benefits of this procedure. Graphic abstract
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-020-04130-x