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Synthesis of Metallomacrocycle and Coordination Polymers with Pyridine-Based Amidocarboxylate Ligands and Their Catalytic Activities towards the Henry and Knoevenagel Reactions.

ABSTRACT: The reactions of 3,3'-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid (H2L) with zinc(II), cadmium(II), and samarium(III) nitrates were studied, and the obtained compounds, [Zn(1?O:2?O'-L)(H2O)2] n (1), [Cd(1?O 2:2?O 2-L)(H2O)2]2 ?6n?H2O? n?C4H8O2 ?1.5n?DMF (2), and [Sm(1?O:2?O'O'':3?O'''-L)(NO3)(H2O)(dmf)] n ? n?DMF (3), were characterized by elemental analysis, FTIR spectroscopy, thermogravimetric analysis, and X-ray single-crystal diffraction. Compounds 1 and 3 have 1D zigzag- and double-chain-type structures, respectively, whereas 2 features a dinuclear metallomacrocyclic complex. The ligand (L2-) orients in different conformations, that is, syn-syn for 1 and anti-anti for 2 and 3. Compound 1 is the first example in which the syn-syn conformation for this ligand has been observed. These compounds act as heterogeneous catalysts for the nitroaldol (Henry; in water medium) and Knoevenagel condensation reactions of different aldehydes, and the most effective is zinc coordination polymer 1. Recyclability, heterogeneity, and size-selectivity tests were performed, which showed that the catalyst was highly active over at least four recycling runs.

SUBMITTER: Karmakar A 

PROVIDER: S-EPMC6217112 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature

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Synthesis of Metallomacrocycle and Coordination Polymers with Pyridine-Based Amidocarboxylate Ligands and Their Catalytic Activities towards the Henry and Knoevenagel Reactions.

Karmakar Anirban A   Rúbio Guilherme M D M GMDM   Guedes da Silva M Fátima C MFC   Pombeiro Armando J L AJL  

ChemistryOpen 20181105 11

The reactions of 3,3'-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid (H<sub>2</sub>L) with zinc(II), cadmium(II), and samarium(III) nitrates were studied, and the obtained compounds, [Zn(1κ<i>O</i>:2κ<i>O'</i>-L)(H<sub>2</sub>O)<sub>2</sub>] <sub><i>n</i></sub> (<b>1</b>), [Cd(1κ<i>O</i> <sup>2</sup>:2κ<i>O</i> <sup>2</sup>-L)(H<sub>2</sub>O)<sub>2</sub>]<sub>2</sub> <b>⋅</b>6<i>n</i> H<sub>2</sub>O<b>⋅</b> <i>n</i> C<sub>4</sub>H<sub>8</sub>O<sub>2</sub> <b>⋅</b>1.5<i>n</i> DMF (<b>2</  ...[more]

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