Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies
The condensation of 3-methoxy-2-hydroxybenzaldehyde and the diamines 1,2-diphenylendiamine, 1,2-diamine-2-methylpropane and 1,3-propanediamine yielded the dianionic tetradentate Schiff base ligands N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,2-diphenylendiimine (H2L1), N,N′-bis(2-hydroxy-4-methoxyben...
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| Format: | Article |
| Language: | English |
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Wiley
2017-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2017/5465890 |
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| author | Manuel R. Bermejo Rocío Carballido M. Isabel Fernández-García Ana M. González-Noya Gustavo González-Riopedre Marcelino Maneiro Laura Rodríguez-Silva |
| author_facet | Manuel R. Bermejo Rocío Carballido M. Isabel Fernández-García Ana M. González-Noya Gustavo González-Riopedre Marcelino Maneiro Laura Rodríguez-Silva |
| author_sort | Manuel R. Bermejo |
| collection | DOAJ |
| description | The condensation of 3-methoxy-2-hydroxybenzaldehyde and the diamines 1,2-diphenylendiamine, 1,2-diamine-2-methylpropane and 1,3-propanediamine yielded the dianionic tetradentate Schiff base ligands N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,2-diphenylendiimine (H2L1), N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,2-diamino-2-methylpropane (H2L2) and N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,3-diaminopropane (H2L3) respectively. The organic compounds H2L1 and H2L2 have been characterized by elemental analysis, IR, 1H and 13C NMR spectroscopies and mass spectrometry electrospray (ES). The crystal structure of H2L2 in solid state, solved by X-ray crystallography, is highly conditioned in the solid state by two N-H•••N intramolecular interactions. The synthesis of three new manganese(III) complexes 1–3, incorporating these ligands, H2L1–H2L3, and dicyanamide (DCA), is reported. The complexes 1–3 have been physicochemically characterized by elemental analysis, IR and paramagnetic 1H NMR spectroscopy, ESI mass spectrometry, magnetic moment at room temperature and conductivity measurements. Complex 1 has been crystallographically characterized. The X-ray structure shows the self-assembly of the Mn(III)-Schiff base-DCA complex through µ-aquo bridges between neighbouring axial water molecules and also by π-π stacking interactions, establishing a dimeric structure. The manganese complexes were also tested as peroxidase mimics for the H2O2-mediated reaction with the water-soluble trap ABTS, showing complexes 1-2 relevant peroxidase activity in contrast with 3. The rhombicity around the metal ion can explain this catalytic behaviour. |
| format | Article |
| id | doaj-art-9393893eb10b4dea8bf20d4cf0bc2570 |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2017-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-9393893eb10b4dea8bf20d4cf0bc25702025-02-03T05:44:24ZengWileyJournal of Chemistry2090-90632090-90712017-01-01201710.1155/2017/54658905465890Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase StudiesManuel R. Bermejo0Rocío Carballido1M. Isabel Fernández-García2Ana M. González-Noya3Gustavo González-Riopedre4Marcelino Maneiro5Laura Rodríguez-Silva6Department of Inorganic Chemistry, Faculty of Chemistry, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, SpainDepartment of Inorganic Chemistry, Faculty of Sciences, Universidade de Santiago de Compostela, 27002 Lugo, SpainDepartment of Inorganic Chemistry, Faculty of Sciences, Universidade de Santiago de Compostela, 27002 Lugo, SpainDepartment of Inorganic Chemistry, Faculty of Chemistry, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, SpainDepartment of Inorganic Chemistry, Faculty of Sciences, Universidade de Santiago de Compostela, 27002 Lugo, SpainDepartment of Inorganic Chemistry, Faculty of Sciences, Universidade de Santiago de Compostela, 27002 Lugo, SpainDepartment of Inorganic Chemistry, Faculty of Sciences, Universidade de Santiago de Compostela, 27002 Lugo, SpainThe condensation of 3-methoxy-2-hydroxybenzaldehyde and the diamines 1,2-diphenylendiamine, 1,2-diamine-2-methylpropane and 1,3-propanediamine yielded the dianionic tetradentate Schiff base ligands N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,2-diphenylendiimine (H2L1), N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,2-diamino-2-methylpropane (H2L2) and N,N′-bis(2-hydroxy-4-methoxybenzylidene)-1,3-diaminopropane (H2L3) respectively. The organic compounds H2L1 and H2L2 have been characterized by elemental analysis, IR, 1H and 13C NMR spectroscopies and mass spectrometry electrospray (ES). The crystal structure of H2L2 in solid state, solved by X-ray crystallography, is highly conditioned in the solid state by two N-H•••N intramolecular interactions. The synthesis of three new manganese(III) complexes 1–3, incorporating these ligands, H2L1–H2L3, and dicyanamide (DCA), is reported. The complexes 1–3 have been physicochemically characterized by elemental analysis, IR and paramagnetic 1H NMR spectroscopy, ESI mass spectrometry, magnetic moment at room temperature and conductivity measurements. Complex 1 has been crystallographically characterized. The X-ray structure shows the self-assembly of the Mn(III)-Schiff base-DCA complex through µ-aquo bridges between neighbouring axial water molecules and also by π-π stacking interactions, establishing a dimeric structure. The manganese complexes were also tested as peroxidase mimics for the H2O2-mediated reaction with the water-soluble trap ABTS, showing complexes 1-2 relevant peroxidase activity in contrast with 3. The rhombicity around the metal ion can explain this catalytic behaviour.http://dx.doi.org/10.1155/2017/5465890 |
| spellingShingle | Manuel R. Bermejo Rocío Carballido M. Isabel Fernández-García Ana M. González-Noya Gustavo González-Riopedre Marcelino Maneiro Laura Rodríguez-Silva Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies Journal of Chemistry |
| title | Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies |
| title_full | Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies |
| title_fullStr | Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies |
| title_full_unstemmed | Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies |
| title_short | Synthesis, Characterization, and Catalytic Studies of Mn(III)-Schiff Base-Dicyanamide Complexes: Checking the Rhombicity Effect in Peroxidase Studies |
| title_sort | synthesis characterization and catalytic studies of mn iii schiff base dicyanamide complexes checking the rhombicity effect in peroxidase studies |
| url | http://dx.doi.org/10.1155/2017/5465890 |
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