Abstract
The synthesis of a new Schiff base containing 1,10-phenanthroline-2,9-dicarboxaldehyde and 2-aminobenzenethiol subunits is described. The reaction of 1,10-phenanthroline-2,9-dicarboxaldehyde with 2-aminobenzenethiol leads to the isolation of 2,9-bis(2-benzothiazolinyl)-1,10-phenanthroline (I) which undergoes rearrangement when reacted with cobalt, nickel, copper or zinc ions to produce complexes of the tautomeric Schiff base 2,9-bis[2-(2-mercaptophenyl)-2-azaethene]-1,10-phenanthroline (L). The [Cu(L)ClO4][ClO4] and [M(L)X2] complexes (where M = Co(II), Ni(II) and Zn(II) and X = Br) were characterized by physical and spectroscopic measurements which indicated that the ligand is acting probably as a tetradentate N4 chelating agent.
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References
Zanello P, Seeber R, Cinquantini A, Mazzocchin G, Fabbrizzi L (1982) J Chem Soc Dalton Trans 893
Fabbrizzi L, Poggi A, Zanello P (1983) J Chem Soc Dalton Trans 2191
Ansell CWG, Lewis J, Raithby PR, Ramsden JN, Schröder M (1982) J Chem Soc Chem Commun 546
Ansell CWG, Lewis J, Liptrot MC, Raithby PR, Schröder M (1982) J Chem Soc Dalton Trans 1593
Lewis J, O’Donoghue TD, Raithby PR (1980) J Chem Soc Dalton Trans 1383
Lewis J, Schröder M (1982) J Chem Soc Dalton Trans 1985
Marquez VE, Anacona JR (1997) Polyhedron 16:2375
Marquez VE, Anacona JR (2001) Polyhedron 20:1885
Marquez VE, Anacona JR (2000) Trans Met Chem 25:188
Marquez VE, Anacona JR (2004) Trans Met Chem 29:66
Marquez VE, Anacona JR (2000) J Coord Chem 49:281
Bishop MM, Lewis J, O’Donoghue TD, Raithby PR (1978) J Chem Soc Chem Commun 476
Geary WJ (1971) Coord Chem Rev 7:81
Nakamoto K (1986) Infrared and Raman spectra of inorganic and coordination compounds, 4th edn. Wiley, New York
Socrates G (1980) Infrared characteristic group frequencies. Wiley, Great Britain
Mostafa MM, Shallaby AM, El-Asmy AA (1981) J Inorg Nucl Chem 43:2992
Shakir M, Kumar D, Varkey SP (1992) Polyhedron 11:2831
Mabbs FE, Machin DJ (1973) Magnetism and transition metal complexes. Chapman & Hall, London
Shakir M, Varkey SP, Hameed PS (1994) Polyhedron 13:1355
Saxena A, Tandon JP, Molloy KC, Zuckerman JJ (1982) Inorg Chim Acta 63:71
Acknowledgements
The authors express their sincere thanks to Comision de Investigación from the Universidad de Oriente for financial support as well as to Lic. Erasto Bastardo for elemental analyses.
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Anacona, J.R., Marquez, V.E. Synthesis of transition metal complexes containing a Schiff base ligand derived from 1,10-phenanthroline-2,9-dicarboxaldehyde and 2-aminobenzenethiol. Transition Met Chem 33, 579–583 (2008). https://doi.org/10.1007/s11243-008-9083-x
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DOI: https://doi.org/10.1007/s11243-008-9083-x