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Design, Preparation and Identification a Mesoporous Bi-functional Organic–inorganic Hybrid Magnetic Catalyst for Selective and Effectual Synthesis 10,11-Dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione Derivatives

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Abstract

In the current work, N,N′-bipyridyl (N- sulfonic acid) (N′- silica-n-propyl) propane mesylate/chloride bonded to Fe3O4 coated with bilayer silica ([BPSSPMCFS]) was used as a novel bi-functional inorganic-organic hybrid magnetic nanocatalyst to manufacture 10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-diones under solvent-free conditions. The methods of field emission scanning electron microscopy (FE SEM), energy-dispersive X-ray spectroscopy (EDX), elemental mapping, Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD) analyses, thermal gravimetric analysis (TGA), vibrating sample magnetometry (VSM) and Brunauer-Emmett-Teller (BET) were used to identify this nanohybrid. The [BPSSPMCFS] produced the mentioned derivatives with great selectivity without producing side products, and besides this important feature, which has always been one of the main problems on the way to the synthesis of these compounds, it has significant advantages such as simple synthesis, the use of green media, large surface area, simple separation and workup, very suitable turnover number (TON) and turnover frequency (TOF) values, great reuse for several consecutive cycles without noticeably changing its catalytic activity, and short reaction time. Moreover, the hot filtration technique was used to examine and confirm the heterogeneous nature of [BPSSPMCFS].

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Acknowledgements

The authors are grateful to acknowledge the Takin Shimi Sepanta Industries Co, Ilam, Iran.

Funding

The authors declare that no funds, grants, or other support were received during the preparation of this manuscript.

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Authors and Affiliations

  1. Department of Medical Laboratory, Al-Rafidain University College, Baghdad, Iraq

    Riyadh Hasan Mohammed Ali

  2. Department of Medical Laboratory Sciences, College of Applied Medical Sciences, Prince Sattam bin Abdulaziz University, Al-Kharj, 11942, Saudi Arabia

    Ahmed Hjazi

  3. Department of Anatomy, School of Medicine and Health Sciences Atma Jaya Catholic University of Indonesia, Jakarta, Indonesia

    Herlina Uinarni

  4. Radiology Department of Pantai Indah Kapuk Hospital Jakarta, Jakarta, Indonesia

    Herlina Uinarni

  5. College of Pharmacy/National University of Science and Technology, Dhi Qar, Iraq

    Sarah Salah Jalal

  6. Department of Mechanical Engineering, Uttaranchal Institute of Technology, Uttaranchal University, Dehradun, 248007, India

    Saurabh Aggarwal

  7. Faculty of Chemical Engineering, New Uzbekistan University, Tashkent, Uzbekistan

    Sherzod Shukhratovich Abdullaev

  8. Engineering School, Central Asian University, Tashkent, Uzbekistan

    Sherzod Shukhratovich Abdullaev

  9. Scientific and Innovation Department, Tashkent State Pedagogical University named after Nizami, Tashkent, Uzbekistan

    Sherzod Shukhratovich Abdullaev

  10. CEO, Editory LLC, Tashkent, Uzbekistan

    Sherzod Shukhratovich Abdullaev

  11. Department of Anesthesia, College of Health & Medical Technology, Al-Ayen University, Thi-Qar, Iraq

    Mohammed Kadhem Abid

  12. College of Technical Engineering, The Islamic University, Najaf, Iraq

    Abbas Firras Almuala

  13. College of Technical Engineering, The Islamic University of Al Diwaniyah, Al Diwaniyah, Iraq

    Abbas Firras Almuala

  14. College of Technical Engineering, The Islamic University of Babylon, Babylon, Iraq

    Abbas Firras Almuala

  15. College of Technical Engineering, Imam Ja’afar Al-Sadiq University, Al-Muthanna, 66002, Iraq

    Ali Alsaalamy

  16. Takin Shimi Sepanta Industries Co, Sirvan Industrial Zone, PO 6958140120, Ilam, Iran

    Rohollah Fathollahi

Authors
  1. Riyadh Hasan Mohammed Ali
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  2. Ahmed Hjazi
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  4. Sarah Salah Jalal
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  5. Saurabh Aggarwal
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  6. Sherzod Shukhratovich Abdullaev
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  7. Mohammed Kadhem Abid
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  8. Abbas Firras Almuala
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  9. Ali Alsaalamy
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  10. Rohollah Fathollahi
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Contributions

Riyadh Hasan Mohammed Ali: synthesis of some 10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione derivatives (1a-6a) and manuscript editing. Ahmed Hjazi: synthesis of some 10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione derivatives (7a-12a) and helping to edit the manuscript. Herlina Uinarni: optimizing the synthesis conditions of 10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione derivatives. Sarah Salah Jalal: identifying the structure of the catalyst by means of FT-IR and XRD analyzes. Saurabh Aggarwal: identifying the structure of the catalyst by means of TGA and BET analyzes. Sherzod Shukhratovich Abdullaev: identifying the structure of the catalyst by means of FE-SEM and EDS analyzes. Mohammed Kadhem Abid: identifying the structure of 10,11-dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione by 1H NMR and 13CNMR, as well as analyzing their resulting data. Abbas F. Almulla: providing part of the required raw materials and helping to edit the manuscript. Ali Alsaalamy: providing part of the required raw materials and designing and drawing schemes. Rohollah Fathollahi: designed and synthesized the catalyst, and wrote the manuscript.

Corresponding author

Correspondence to Rohollah Fathollahi.

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Ali, R.H.M., Hjazi, A., Uinarni, H. et al. Design, Preparation and Identification a Mesoporous Bi-functional Organic–inorganic Hybrid Magnetic Catalyst for Selective and Effectual Synthesis 10,11-Dihydrochromeno[4,3-b]chromene-6,8(7H,9H)-dione Derivatives. Silicon 16, 939–954 (2024). https://doi.org/10.1007/s12633-023-02799-4

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