Polymeric imidazolium ionic liquid-tagged manganese Schiff base complex: an efficient catalyst for the Biginelli reactio
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Polymeric imidazolium ionic liquid‑tagged manganese Schiff base complex: an efficient catalyst for the Biginelli reaction Mahboobeh‑Sadat Mashhoori1 · Reza Sandaroos1 · Ali Zeraatkar Moghaddam1 Received: 15 May 2020 / Accepted: 1 August 2020 © Springer Nature B.V. 2020
Abstract In this study, a new organometallic catalyst including polymeric imidazolium ionic liquid-functionalized Mn(III) Schiff base complex (PIL-SB-Mn(III)) was prepared and characterized using various analyses like FTIR, H-NMR, FE-SEM, EDX, TGA, and ICP-OES. Then, the applications of catalyst were tested in the synthesis of 3,4-dihydropyrimidine-2(1H)-one/thiones under solvent-free conditions. This polymeric ionic liquid catalyst can carry out the Biginelli reaction in less than an hour in good to excellent yields. The recovered catalyst has been characterized by FTIR and EDX analyses; heterogeneous nature of this catalyst has been confirmed successfully. Graphic abstract
Keywords Polymer · Ionic liquid · Schiff base · Biginelli reaction · 3,4-Dihydropyrimidine-2-one Electronic supplementary material The online version of this article (https://doi.org/10.1007/s1116 4-020-04230-8) contains supplementary material, which is available to authorized users. * Mahboobeh‑Sadat Mashhoori [email protected] * Reza Sandaroos [email protected] 1
Department of Chemistry, Faculty of Science, University of Birjand, P.O. Box 97175‑615, Birjand, Iran
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Introduction Recently, discovering the more sustainable catalytic system is the most important challenge in modern chemistry. In current research, multicomponent reactions (MCRs) are presented as a strong method to synthesis of a wide variety of organic compounds in a very fast and easy manner without the separation and purification of any intermediate [1–7]. Simple procedure, high atom economy and time-saving are the major advantages of MCRs. Combining of MCRs with separable and reusable catalysts is an attractive path to avoid the waste produced in regular syntheses and decrease the effect of chemistry on the environment [8–10]. Ionic liquids (ILs) are a new class of ionic, salt-like materials which are liquid at room temperature or even below 0 °C. To date, these ionic compounds have been used in different applications like organic synthesis [11, 12], industrial processing [13], catalysis [14–16], nano-chemistry [17, 18] and other [19, 20]. These worthwhile materials can act as a solvent in organic synthesis, and usually they have been efficient and essential in several reactions to improve the yields of the reaction and also inducing selectivity [21–23]. Schiff bases complexes are well-known inorganic compounds that they have different biological and pharmaceutical properties such as antiviral [24], anticancer [25], antifungal [26] and antibacterial [27]. These inorganic complexes are increasingly applied as efficient catalysts due to their unbelievable catalytic activity in plenty of organic reactions [28–30]. The Biginelli reacti
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