Publication Type Journal Article
Title Polyaromatic Carboxylate Ligands Based Zn(II) Coordination Polymers for Ultrasound-Assisted One-Pot Tandem Deacetalization-Knoevenagel Reactions
Authors Anirban Karmakar Mohamed M. A. Soliman Elisabete C.B.A. Alegria Maria Fatima C. Guedes da Silva Armando J.L. Pombeiro
Groups CCC
Journal CATALYSTS
Year 2022
Month
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Volume 12
Number 3
Pages
Abstract Solvothermal reactions between the polyaromatic group containing carboxylic acid pro-ligands 5-\(pyren-1-ylmethyl)amino\isophthalic acid (H(2)L1) and 5-\(anthracen-9-ylmethyl)amino\isophthalic acid (H(2)L2) with Zn(NO3)(2)center dot 6H(2)O led to the formation of the new 1D coordination polymer [Zn(L1)(NMF)](n) (1) and four other coordination polymers, [Zn(L1)(DMF)](n) (2), [Zn(L1)(4,4 -Bipy)](n) (3), [Zn(L2)(DMF)(H2O)(2)](n)center dot n(H2O) (4) and [Zn-2(L2)(2)(DMF)(CH3OH)](n) (5), which were previously reported by our group. Single crystal X-ray diffraction analyses revealed that the CP 1 has a one-dimensional (1D) double-chain-type structure similar to that of CP 2. For CP 3, the assembly of the Zn(II) ion with a deprotonated L1(2-) ligand and 4,4 -bipyridine produces a 3D network. CP 4 and 5 exhibit 1D linear and 2D layered-type structures. The ultrasound-assisted tandem reactions promoted by CPs have not yet been well studied. Thus, in the present work, we have investigated the catalytic activities of the newly synthesized CP 1, as well as of the other CPs 2-5, towards the tandem deacetalization-Knoevenagel condensation reactions of various acetals under ultrasonic irradiation. They proved to be highly efficient, with special emphasis on catalyst 1, which completely converted the substrate (benzaldehyde dimethyl acetal) into the desired product (2-benzylidenemalononitrile) after 2 h. The stability of the catalysts, namely regarding the action of ultrasonic radiation, was demonstrated by their reuse, where only a slight loss of activity was observed after four cycles. Heterogeneity was also demonstrated, and no leaching was detected over the various cycles.
DOI http://dx.doi.org/10.3390/catal12030294
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EISSN 2073-4344
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Bibtex ID WOS:000775668700001
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