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Modulation of fluorescence emission of 1-(2-pyridyl) pyrazole derived Schiff base ligands by exploiting their metal ion sensitive binding modes

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Title: Modulation of fluorescence emission of 1-(2-pyridyl) pyrazole derived Schiff base ligands by exploiting their metal ion sensitive binding modes
Authors: Gupta, Samik1, Paul, Bijan Kumar1, Barik, Anil Kumar2, Mandal, Tarak Nath1, Roy, Somnath1, Guchhait, Nikhil1 nguchhait@yahoo.com, Butcher, Ray J.3, Kar, Susanta Kumar1 skkar_cu@yahoo.co.in
Source: Polyhedron. Nov2009, Vol. 28 Issue 16, p3577-3585. 9p.
Subjects: Schiff bases, Ligands (Chemistry), Fluorescence, Metal ions, Pyrazoles, Metal complexes, Molybdenum compounds, X-ray crystallography
Abstract: Abstract: Dioxomolybdenum(VI) complexes [MoO2(B1)H2O] (1), [MoO2(B2)EtOH] (2), [MoO2(B3)EtOH] (3) and [MoO2(B4)EtOH] (4) were synthesized using the Schiff base ligands H2B1(previously reported), H2B2, H2B3 and H2B4, respectively. These ligands were prepared by condensation of 1-(2-pyridyl) 5-methyl 3-pyrazole carbohydrazide with salicylaldehyde, o-hydroxy acetophenone, 5-bromo salicylaldehyde and 5-nitro salicylaldehyde respectively. Due to the presence of a substituted 1-(2-pyridyl) pyrazole unit, ligands H2B1, H2B2 and H2B3 exhibit fluorescent emissions, and the most intense emission was obtained for H2B3. H2B4 is incapable of showing fluorescence emission. As the ligands are capable of using different binding modes, according to the demands of the guest metal ions, their emission properties also change accordingly. The dioxomolybdenum(VI) complex of the ligand H2B1, i.e. complex 1, shows quenched emission compared to H2B1. Again when Cu2+, Co2+ or Ni2+ ions are added to a solution of 1, in each case a new complex of Cu2+ Co2+ or Ni2+ is formed in solution and further quenching was observed. However, with Zn2+ input to a solution of 1, fluorescence recovery was observed up to the level of the free ligand. The copper(II) complex of H2B1 (complex 5), produced by adding equivalent amount of Cu2+ salt to a solution of 1, was isolated and characterized. One of the dioxomolybdenum(VI) complexes, 3, when subjected to an oxo-transfer reaction with PPh3 produces complex [MoO(B3)CH3CN] (6). Complex 6 shows reduced fluorescence emissions compared to 3 in the solid phase. These observations open up the possibilities for these ligands to work as fluorescent signaling system with different metal ion inputs. All the complexes are characterized by elemental analyses, electronic spectra, IR, 1H NMR, magnetic measurements, EPR and by cyclic voltammetry. Complexes 1 and 5, as well as the ligands H2B2 and H2B3, have been crystallographically characterized. [Copyright &y& Elsevier]
Copyright of Polyhedron is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Label: Title
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  Data: Modulation of fluorescence emission of 1-(2-pyridyl) pyrazole derived Schiff base ligands by exploiting their metal ion sensitive binding modes
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  Data: <searchLink fieldCode="AR" term="%22Gupta%2C+Samik%22">Gupta, Samik</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Paul%2C+Bijan+Kumar%22">Paul, Bijan Kumar</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Barik%2C+Anil+Kumar%22">Barik, Anil Kumar</searchLink><relatesTo>2</relatesTo><br /><searchLink fieldCode="AR" term="%22Mandal%2C+Tarak+Nath%22">Mandal, Tarak Nath</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Roy%2C+Somnath%22">Roy, Somnath</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Guchhait%2C+Nikhil%22">Guchhait, Nikhil</searchLink><relatesTo>1</relatesTo><i> nguchhait@yahoo.com</i><br /><searchLink fieldCode="AR" term="%22Butcher%2C+Ray+J%2E%22">Butcher, Ray J.</searchLink><relatesTo>3</relatesTo><br /><searchLink fieldCode="AR" term="%22Kar%2C+Susanta+Kumar%22">Kar, Susanta Kumar</searchLink><relatesTo>1</relatesTo><i> skkar_cu@yahoo.co.in</i>
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  Data: <searchLink fieldCode="JN" term="%22Polyhedron%22">Polyhedron</searchLink>. Nov2009, Vol. 28 Issue 16, p3577-3585. 9p.
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  Data: <searchLink fieldCode="DE" term="%22Schiff+bases%22">Schiff bases</searchLink><br /><searchLink fieldCode="DE" term="%22Ligands+%28Chemistry%29%22">Ligands (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Fluorescence%22">Fluorescence</searchLink><br /><searchLink fieldCode="DE" term="%22Metal+ions%22">Metal ions</searchLink><br /><searchLink fieldCode="DE" term="%22Pyrazoles%22">Pyrazoles</searchLink><br /><searchLink fieldCode="DE" term="%22Metal+complexes%22">Metal complexes</searchLink><br /><searchLink fieldCode="DE" term="%22Molybdenum+compounds%22">Molybdenum compounds</searchLink><br /><searchLink fieldCode="DE" term="%22X-ray+crystallography%22">X-ray crystallography</searchLink>
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  Label: Abstract
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  Data: Abstract: Dioxomolybdenum(VI) complexes [MoO2(B1)H2O] (1), [MoO2(B2)EtOH] (2), [MoO2(B3)EtOH] (3) and [MoO2(B4)EtOH] (4) were synthesized using the Schiff base ligands H2B1(previously reported), H2B2, H2B3 and H2B4, respectively. These ligands were prepared by condensation of 1-(2-pyridyl) 5-methyl 3-pyrazole carbohydrazide with salicylaldehyde, o-hydroxy acetophenone, 5-bromo salicylaldehyde and 5-nitro salicylaldehyde respectively. Due to the presence of a substituted 1-(2-pyridyl) pyrazole unit, ligands H2B1, H2B2 and H2B3 exhibit fluorescent emissions, and the most intense emission was obtained for H2B3. H2B4 is incapable of showing fluorescence emission. As the ligands are capable of using different binding modes, according to the demands of the guest metal ions, their emission properties also change accordingly. The dioxomolybdenum(VI) complex of the ligand H2B1, i.e. complex 1, shows quenched emission compared to H2B1. Again when Cu2+, Co2+ or Ni2+ ions are added to a solution of 1, in each case a new complex of Cu2+ Co2+ or Ni2+ is formed in solution and further quenching was observed. However, with Zn2+ input to a solution of 1, fluorescence recovery was observed up to the level of the free ligand. The copper(II) complex of H2B1 (complex 5), produced by adding equivalent amount of Cu2+ salt to a solution of 1, was isolated and characterized. One of the dioxomolybdenum(VI) complexes, 3, when subjected to an oxo-transfer reaction with PPh3 produces complex [MoO(B3)CH3CN] (6). Complex 6 shows reduced fluorescence emissions compared to 3 in the solid phase. These observations open up the possibilities for these ligands to work as fluorescent signaling system with different metal ion inputs. All the complexes are characterized by elemental analyses, electronic spectra, IR, 1H NMR, magnetic measurements, EPR and by cyclic voltammetry. Complexes 1 and 5, as well as the ligands H2B2 and H2B3, have been crystallographically characterized. [Copyright &y& Elsevier]
– Name: AbstractSuppliedCopyright
  Label:
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  Data: <i>Copyright of Polyhedron is the property of Pergamon Press - An Imprint of Elsevier Science and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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RecordInfo BibRecord:
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      – Type: doi
        Value: 10.1016/j.poly.2009.07.053
    Languages:
      – Code: eng
        Text: English
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      Pagination:
        PageCount: 9
        StartPage: 3577
    Subjects:
      – SubjectFull: Schiff bases
        Type: general
      – SubjectFull: Ligands (Chemistry)
        Type: general
      – SubjectFull: Fluorescence
        Type: general
      – SubjectFull: Metal ions
        Type: general
      – SubjectFull: Pyrazoles
        Type: general
      – SubjectFull: Metal complexes
        Type: general
      – SubjectFull: Molybdenum compounds
        Type: general
      – SubjectFull: X-ray crystallography
        Type: general
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      – TitleFull: Modulation of fluorescence emission of 1-(2-pyridyl) pyrazole derived Schiff base ligands by exploiting their metal ion sensitive binding modes
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            NameFull: Gupta, Samik
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              Text: Nov2009
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              Y: 2009
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