The liquid phase of 4,4 `-trimethylenedipiperidine: A safe and greener dual-task agent for clean and facile synthesis of coumarin derivatives

Gorjian, Hayedeh and Khaligh, Nader Ghaffari (2022) The liquid phase of 4,4 `-trimethylenedipiperidine: A safe and greener dual-task agent for clean and facile synthesis of coumarin derivatives. Molecular Diversity, 26 (6). pp. 3047-3055. ISSN 1381-1991, DOI

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A practical and facile synthesis of various coumarin derivatives was conducted using a liquid phase of 4,4'-trimethylenedipiperidine as a safe and greener dual-task reagent under catalyst-free and solvent-free conditions. This reagent is a commercially available solid and can be handled easily, having a liquid phase over a vast temperature range, high thermal stability, low toxicity, and good solubility in green solvents such as water and ethanol. It is worth mentioning that 4,4'-trimethylenedipiperidine could be completely recovered and regenerated after a simple process. The current method has other merits, including (a) minimizing the use of high-risk and toxic reagents and solvents; (b) the use of a secure and recoverable medium-organocatalyst instead of metal-based catalysts, (c) avoid tedious processes, harsh conditions, and a multi-step process for the preparation of catalysts, (d) transform phenol and salicyladehyde derivatives into the corresponding coumarin derivatives in good to high yields, (e) minimize hazardous waste generation. TMDP could be easily recovered and reused several times with no change in its activity. Furthermore, the current work demonstrated that the liquid phase of 4,4'-trimethylenedipiperidine can be a promising medium in organic reaction at higher temperatures due to its broad liquid range temperature, thermal stability, acceptor/donor hydrogen bond property, and other unique merits. GRAPHICS] .

Item Type: Article
Funders: apan International Cooperation Agency (JICA), Japan [IF065-2020]
Uncontrolled Keywords: Solvent-free; Sustainable chemistry; Coumarin; Hydrogen bond; Waste prevention
Subjects: Q Science > QD Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 29 Aug 2023 04:35
Last Modified: 29 Aug 2023 04:35

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