Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds

A novel supported molybdenum complex on cross-linked poly (1-Aminopropyl-3-vinylimidazolium bromide) entrapped cobalt oxide nanoparticles has been successfully fabricated through two different procedures, i.e. ultrasound (US) irradiations (100 W, 40 kHz) and reflux. The efficiency of the two differe...

Full description

Bibliographic Details
Main Authors: Zahra Elyasi, Javad Safaei Ghomi, Gholam Reza Najafi
Format: Article
Language:English
Published: Elsevier 2021-07-01
Series:Ultrasonics Sonochemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1350417721001565
id doaj-ed8eb15ea3014dfcb13873b4b2f01e23
record_format Article
spelling doaj-ed8eb15ea3014dfcb13873b4b2f01e232021-06-19T04:52:51ZengElsevierUltrasonics Sonochemistry1350-41772021-07-0175105614Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compoundsZahra Elyasi0Javad Safaei Ghomi1Gholam Reza Najafi2Department of Chemistry, Qom Branch, Islamic Azad University, Qom, Islamic Republic of IranDepartment of Chemistry, Qom Branch, Islamic Azad University, Qom, Islamic Republic of Iran; Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Islamic Republic of Iran; Corresponding author at: Department of Chemistry, Qom Branch, Islamic Azad University, Post Box: 37491‐ 13191, Qom, Islamic Republic of Iran; Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Islamic Republic of Iran.Department of Chemistry, Qom Branch, Islamic Azad University, Qom, Islamic Republic of IranA novel supported molybdenum complex on cross-linked poly (1-Aminopropyl-3-vinylimidazolium bromide) entrapped cobalt oxide nanoparticles has been successfully fabricated through two different procedures, i.e. ultrasound (US) irradiations (100 W, 40 kHz) and reflux. The efficiency of the two different methods was comparatively investigated on the fundamental properties of proposed catalyst using diverse characterization techniques. Based on the obtained results, the ultrasonication method provides controlled polymerization process; as a result, well connected polymeric network is formed. In addition, the use of ultrasound waves turned out to be able to increase the particles uniformity, specific surface area (from 79.19 to 223.83 m2/g), and the onset thermal degradation temperature (Td) value (from 248 to 400 °C) of the prepared catalyst which intensifies the catalytic efficiency. Besides, US-treated catalyst demonstrated high chemical stability and maintained its cross-linked network after eight cycles recovery, while the cross-linked network of catalyst obtained under silent condition was completely disrupted. Furthermore, the ultrafast multi-step fabrication procedure was performed in less than 6 h under ultrasonic condition while a similar process promoted by a mechanical stirring method came to a conclusion after 5–6 days. Accordingly, the utility of the ultrasound irradiation was proved, and US-treated catalyst was applied for improved synthetic methodology of spiro 1,4-dihydropyridines and spiro pyranopyrazoles through different acidic active sites. Due to the significant synergistic influence between the proposed catalyst and US irradiation, a variety of novel and recognized mono-spiro compounds were fabricated at room temperature in high regioselectivity.http://www.sciencedirect.com/science/article/pii/S1350417721001565Poly (ionic liquid)Heterogeneous catalystUltrasoundMolybdenum complexRegioselective synthesis
collection DOAJ
language English
format Article
sources DOAJ
author Zahra Elyasi
Javad Safaei Ghomi
Gholam Reza Najafi
spellingShingle Zahra Elyasi
Javad Safaei Ghomi
Gholam Reza Najafi
Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
Ultrasonics Sonochemistry
Poly (ionic liquid)
Heterogeneous catalyst
Ultrasound
Molybdenum complex
Regioselective synthesis
author_facet Zahra Elyasi
Javad Safaei Ghomi
Gholam Reza Najafi
author_sort Zahra Elyasi
title Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
title_short Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
title_full Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
title_fullStr Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
title_full_unstemmed Ultrasound-Engineered fabrication of immobilized molybdenum complex on Cross-Linked poly (Ionic Liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
title_sort ultrasound-engineered fabrication of immobilized molybdenum complex on cross-linked poly (ionic liquid) as a new acidic catalyst for the regioselective synthesis of pharmaceutical polysubstituted spiro compounds
publisher Elsevier
series Ultrasonics Sonochemistry
issn 1350-4177
publishDate 2021-07-01
description A novel supported molybdenum complex on cross-linked poly (1-Aminopropyl-3-vinylimidazolium bromide) entrapped cobalt oxide nanoparticles has been successfully fabricated through two different procedures, i.e. ultrasound (US) irradiations (100 W, 40 kHz) and reflux. The efficiency of the two different methods was comparatively investigated on the fundamental properties of proposed catalyst using diverse characterization techniques. Based on the obtained results, the ultrasonication method provides controlled polymerization process; as a result, well connected polymeric network is formed. In addition, the use of ultrasound waves turned out to be able to increase the particles uniformity, specific surface area (from 79.19 to 223.83 m2/g), and the onset thermal degradation temperature (Td) value (from 248 to 400 °C) of the prepared catalyst which intensifies the catalytic efficiency. Besides, US-treated catalyst demonstrated high chemical stability and maintained its cross-linked network after eight cycles recovery, while the cross-linked network of catalyst obtained under silent condition was completely disrupted. Furthermore, the ultrafast multi-step fabrication procedure was performed in less than 6 h under ultrasonic condition while a similar process promoted by a mechanical stirring method came to a conclusion after 5–6 days. Accordingly, the utility of the ultrasound irradiation was proved, and US-treated catalyst was applied for improved synthetic methodology of spiro 1,4-dihydropyridines and spiro pyranopyrazoles through different acidic active sites. Due to the significant synergistic influence between the proposed catalyst and US irradiation, a variety of novel and recognized mono-spiro compounds were fabricated at room temperature in high regioselectivity.
topic Poly (ionic liquid)
Heterogeneous catalyst
Ultrasound
Molybdenum complex
Regioselective synthesis
url http://www.sciencedirect.com/science/article/pii/S1350417721001565
work_keys_str_mv AT zahraelyasi ultrasoundengineeredfabricationofimmobilizedmolybdenumcomplexoncrosslinkedpolyionicliquidasanewacidiccatalystfortheregioselectivesynthesisofpharmaceuticalpolysubstitutedspirocompounds
AT javadsafaeighomi ultrasoundengineeredfabricationofimmobilizedmolybdenumcomplexoncrosslinkedpolyionicliquidasanewacidiccatalystfortheregioselectivesynthesisofpharmaceuticalpolysubstitutedspirocompounds
AT gholamrezanajafi ultrasoundengineeredfabricationofimmobilizedmolybdenumcomplexoncrosslinkedpolyionicliquidasanewacidiccatalystfortheregioselectivesynthesisofpharmaceuticalpolysubstitutedspirocompounds
_version_ 1721371933798301696