Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

The catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN&#8217;O-Tpms)<sub>2</sub>] (<strong>1</strong>), [Mn(Tpms)<sub>2</sub>] (<strong>2</strong>) and Li[FeCl<sub>2</sub>(-NN&#8217;N&#8217;&#...

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Main Authors: Abdallah G. Mahmoud, Luísa M. D. R. S. Martins, M. Fátima C. Guedes da Silva, Armando J. L. Pombeiro
Format: Article
Language:English
Published: MDPI AG 2019-07-01
Series:Catalysts
Subjects:
C-scorpionate
Henry reaction
aqueous medium
catalysis
Online Access:https://www.mdpi.com/2073-4344/9/7/611
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spelling doaj-35a92b5d24574e9eaed90c8aeede87b52020-11-25T00:19:35ZengMDPI AGCatalysts2073-43442019-07-019761110.3390/catal9070611catal9070611Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry ReactionAbdallah G. Mahmoud0Luísa M. D. R. S. Martins1M. Fátima C. Guedes da Silva2Armando J. L. Pombeiro3Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa Av. Rovisco Pais, 1049-001 Lisboa, PortugalCentro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa Av. Rovisco Pais, 1049-001 Lisboa, PortugalCentro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa Av. Rovisco Pais, 1049-001 Lisboa, PortugalCentro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa Av. Rovisco Pais, 1049-001 Lisboa, PortugalThe catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN&#8217;O-Tpms)<sub>2</sub>] (<strong>1</strong>), [Mn(Tpms)<sub>2</sub>] (<strong>2</strong>) and Li[FeCl<sub>2</sub>(-NN&#8217;N&#8217;&#8217;-Tpms)] (<b>3</b>) [Tpms = tris(pyrazolyl)-methane sulfonate, O<sub>3</sub>SC(pz)<sub>3</sub>], were studied towards the (Henry) reaction between benzaldehyde and nitromethane or nitroethane in aqueous medium to afford, respectively, 2-nitro-1-phenylethanol or 2-nitro-1-phenylpropanol, the latter in the <i>syn </i>and the <i>anti </i>diastereoisomeric forms. Complex <b>1</b> exhibited the highest activity under the optimum experimental conditions and was used to broaden the scope of the reaction to include several aromatic aldehydes achieving yields up to 94%.https://www.mdpi.com/2073-4344/9/7/611C-scorpionateHenry reactionaqueous mediumcatalysis
collection DOAJ
language English
format Article
sources DOAJ
author Abdallah G. Mahmoud
Luísa M. D. R. S. Martins
M. Fátima C. Guedes da Silva
Armando J. L. Pombeiro
spellingShingle Abdallah G. Mahmoud
Luísa M. D. R. S. Martins
M. Fátima C. Guedes da Silva
Armando J. L. Pombeiro
Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
Catalysts
C-scorpionate
Henry reaction
aqueous medium
catalysis
author_facet Abdallah G. Mahmoud
Luísa M. D. R. S. Martins
M. Fátima C. Guedes da Silva
Armando J. L. Pombeiro
author_sort Abdallah G. Mahmoud
title Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
title_short Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
title_full Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
title_fullStr Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
title_full_unstemmed Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction
title_sort hydrosoluble complexes bearing tris(pyrazolyl)methane sulfonate ligand: synthesis, characterization and catalytic activity for henry reaction
publisher MDPI AG
series Catalysts
issn 2073-4344
publishDate 2019-07-01
description The catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN&#8217;O-Tpms)<sub>2</sub>] (<strong>1</strong>), [Mn(Tpms)<sub>2</sub>] (<strong>2</strong>) and Li[FeCl<sub>2</sub>(-NN&#8217;N&#8217;&#8217;-Tpms)] (<b>3</b>) [Tpms = tris(pyrazolyl)-methane sulfonate, O<sub>3</sub>SC(pz)<sub>3</sub>], were studied towards the (Henry) reaction between benzaldehyde and nitromethane or nitroethane in aqueous medium to afford, respectively, 2-nitro-1-phenylethanol or 2-nitro-1-phenylpropanol, the latter in the <i>syn </i>and the <i>anti </i>diastereoisomeric forms. Complex <b>1</b> exhibited the highest activity under the optimum experimental conditions and was used to broaden the scope of the reaction to include several aromatic aldehydes achieving yields up to 94%.
topic C-scorpionate
Henry reaction
aqueous medium
catalysis
url https://www.mdpi.com/2073-4344/9/7/611
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AT armandojlpombeiro hydrosolublecomplexesbearingtrispyrazolylmethanesulfonateligandsynthesischaracterizationandcatalyticactivityforhenryreaction
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