4,4 `-Trimethylenedipiperidine, a safe and greener alternative for piperidine, catalyzed the synthesis of N-methyl imines

Gorjian, Hayedeh and Khaligh, Nader Ghaffari (2022) 4,4 `-Trimethylenedipiperidine, a safe and greener alternative for piperidine, catalyzed the synthesis of N-methyl imines. Research on Chemical Intermediates, 48 (5). pp. 2035-2045. ISSN 0922-6168, DOI https://doi.org/10.1007/s11164-022-04680-2.

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Abstract

A practical and facile synthesis of various N-methyl imines, versatile scaffolds, was conducted at 85 degrees C using 4,4 `-trimethylenedipiperidine as a safe and green catalyst. This reagent is a commercially available solid and can be handled easily. It has high thermal stability, low toxicity, and good solubility in green solvents such as water and ethanol. The regenerated catalyst demonstrated stable activity after several recycle runs, and any changes were detected in its chemical structure by H-1 NMR monitoring. The novelty of the current work is that the 4,4 `-trimethylenedipiperidine can act as a promising alternative for piperidine in organic reaction at higher temperatures due to its broad liquid range temperature, thermal stability, acceptor/donor hydrogen bond property, and other unique merits. Furthermore, the current protocol avoids waste generation in the workup process, which is a drawback in most previous reported procedures.

Item Type: Article
Funders: Japan International Cooperation Agency (JICA), Japan [Grant No: IF065-2020]
Uncontrolled Keywords: Homogeneous catalysis; Schiff bases; Hydrogen bond; Green chemistry
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Nanotechnology & Catalysis Research Centre
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 04 Oct 2023 02:17
Last Modified: 04 Oct 2023 02:22
URI: http://eprints.um.edu.my/id/eprint/43021

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