1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions
The new 1D CPs [Zn(L<sup>1</sup>)(H<sub>2</sub>O)<sub>4</sub>]<sub>n</sub>.nH<sub>2</sub>O (<b>1</b>) and [Zn(L<sup>2</sup>)(H<sub>2</sub>O)<sub>2</sub>]<sub>n</sub> (<b>2<...
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doaj-eba28a5f3a784742a97b1279312801b32021-01-12T00:03:29ZengMDPI AGCatalysts2073-43442021-01-0111909010.3390/catal110100901D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free ConditionsAnup Paul0Anirban Karmakar1M. Fátima C. Guedes da Silva2Armando J. L. Pombeiro3Centro de Química Estrutura, Instituto Superior Técnico, Universidade de Lisboa, Avenida Rovisco Pais, 1049-001 Lisboa, PortugalCentro de Química Estrutura, Instituto Superior Técnico, Universidade de Lisboa, Avenida Rovisco Pais, 1049-001 Lisboa, PortugalCentro de Química Estrutura, Instituto Superior Técnico, Universidade de Lisboa, Avenida Rovisco Pais, 1049-001 Lisboa, PortugalCentro de Química Estrutura, Instituto Superior Técnico, Universidade de Lisboa, Avenida Rovisco Pais, 1049-001 Lisboa, PortugalThe new 1D CPs [Zn(L<sup>1</sup>)(H<sub>2</sub>O)<sub>4</sub>]<sub>n</sub>.nH<sub>2</sub>O (<b>1</b>) and [Zn(L<sup>2</sup>)(H<sub>2</sub>O)<sub>2</sub>]<sub>n</sub> (<b>2</b>) [L<sup>1</sup> = 1,1′-(ethane-1,2-diyl)bis(6-oxo-1,6-dihydropyridine-3-carboxylic acid); L<sup>2</sup> = 1,1′-(propane-1,3-diyl)bis(6-oxo-1,6-dihydropyridine-3-carboxylic acid)] were prepared from flexible dicarboxylate pro-ligands (<b>H<sub>2</sub>L<sup>1</sup></b> and <b>H<sub>2</sub>L<sup>2</sup></b>). Both CPs <b>1</b> and <b>2</b> were characterized by elemental, FTIR, and powder X-ray diffraction analysis. Their geometry and the structural features were unveiled by single-crystal X-ray diffraction analysis. The underlying topology of the CPs was illustrated by the topological analysis of the H-bonded structure of CP <b>1</b>, which revealed a 3,4,6-connected trinodal net. On the other hand, topological analysis on the hydrogen-bonded network of CP <b>2</b> showed a 2,3,3,4,6,7-connected hexanodal net. The thermal stability of the CPs was investigated by thermogravimetric analysis. CPs <b>1</b> and <b>2</b> act as heterogeneous catalysts in one-pot tandem deacetalization–Knoevenagel condensation reactions under environmentally mild conditions. CPs <b>1</b> exhibits a yield of ca. 91% in a microwave-assisted solvent-free medium, whereas a slightly lower yield was obtained for CP <b>2</b> (87%) under the same experimental protocol. The recyclability of catalyst <b>1</b> was also assessed. To our knowledge, these are the first Zn(II)-based CPs to be applied as heterogeneous catalysts for the above tandem reactions under environmentally friendly conditions.https://www.mdpi.com/2073-4344/11/1/90coordination polymersheterogeneous catalysttandem reactionsmicrowavesolvent-free |
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DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Anup Paul Anirban Karmakar M. Fátima C. Guedes da Silva Armando J. L. Pombeiro |
spellingShingle |
Anup Paul Anirban Karmakar M. Fátima C. Guedes da Silva Armando J. L. Pombeiro 1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions Catalysts coordination polymers heterogeneous catalyst tandem reactions microwave solvent-free |
author_facet |
Anup Paul Anirban Karmakar M. Fátima C. Guedes da Silva Armando J. L. Pombeiro |
author_sort |
Anup Paul |
title |
1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions |
title_short |
1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions |
title_full |
1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions |
title_fullStr |
1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions |
title_full_unstemmed |
1D Zn(II) Coordination Polymers as Effective Heterogeneous Catalysts in Microwave-Assisted Single-Pot Deacetalization-Knoevenagel Tandem Reactions in Solvent-Free Conditions |
title_sort |
1d zn(ii) coordination polymers as effective heterogeneous catalysts in microwave-assisted single-pot deacetalization-knoevenagel tandem reactions in solvent-free conditions |
publisher |
MDPI AG |
series |
Catalysts |
issn |
2073-4344 |
publishDate |
2021-01-01 |
description |
The new 1D CPs [Zn(L<sup>1</sup>)(H<sub>2</sub>O)<sub>4</sub>]<sub>n</sub>.nH<sub>2</sub>O (<b>1</b>) and [Zn(L<sup>2</sup>)(H<sub>2</sub>O)<sub>2</sub>]<sub>n</sub> (<b>2</b>) [L<sup>1</sup> = 1,1′-(ethane-1,2-diyl)bis(6-oxo-1,6-dihydropyridine-3-carboxylic acid); L<sup>2</sup> = 1,1′-(propane-1,3-diyl)bis(6-oxo-1,6-dihydropyridine-3-carboxylic acid)] were prepared from flexible dicarboxylate pro-ligands (<b>H<sub>2</sub>L<sup>1</sup></b> and <b>H<sub>2</sub>L<sup>2</sup></b>). Both CPs <b>1</b> and <b>2</b> were characterized by elemental, FTIR, and powder X-ray diffraction analysis. Their geometry and the structural features were unveiled by single-crystal X-ray diffraction analysis. The underlying topology of the CPs was illustrated by the topological analysis of the H-bonded structure of CP <b>1</b>, which revealed a 3,4,6-connected trinodal net. On the other hand, topological analysis on the hydrogen-bonded network of CP <b>2</b> showed a 2,3,3,4,6,7-connected hexanodal net. The thermal stability of the CPs was investigated by thermogravimetric analysis. CPs <b>1</b> and <b>2</b> act as heterogeneous catalysts in one-pot tandem deacetalization–Knoevenagel condensation reactions under environmentally mild conditions. CPs <b>1</b> exhibits a yield of ca. 91% in a microwave-assisted solvent-free medium, whereas a slightly lower yield was obtained for CP <b>2</b> (87%) under the same experimental protocol. The recyclability of catalyst <b>1</b> was also assessed. To our knowledge, these are the first Zn(II)-based CPs to be applied as heterogeneous catalysts for the above tandem reactions under environmentally friendly conditions. |
topic |
coordination polymers heterogeneous catalyst tandem reactions microwave solvent-free |
url |
https://www.mdpi.com/2073-4344/11/1/90 |
work_keys_str_mv |
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