Abstract
Two new Schiff base ligands containing −SiOCH3 or −SiOCH2CH3 groups, 4-{[(3-trimethoxysilanepropyl)imino]methyl}benzene-1,3-diol (1) Hmsb and 4-{[(3-triethoxysilanepropyl)imino]methyl}benzene-1,3-diol (5) Hesb, have been synthesized by the reaction of 2,4-dihydroxybenzaldehyde with 3-aminopropyltrimethoxysilane and 3-aminopropyltriethoxysilane. Six new transition metal [CuII, NiII and CoII complexes of these Schiff Base ligands were prepared. The complexes are formed by coordination of N, O atoms of the ligands. Their structures were confirmed by elemental analyses, 1H nmr, i.r. and u.v.–vis. spectral data. The analytical data shows that the metal-to-ligand ratio in the Schiff Base complexes contains silane in 1:2. In addition, the antimicrobial activity of (1) Hmsb and (5) Hesb Schiff ligands, and their [M(msb)2] and [M(esb)2] type coordination compounds, were investigated
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References
S.J. Lippard J.M. Berg (1994) Principles of Bioionorganic Chemistry University Science Books California
D.E. Fenton (1995) Bioinorganic Chemistry Oxford University Press Oxford
Y. Yoshikawa E. Ueda K. Kawabe K. Miyabe T. Takino H. Sakurai Y. Kojima (2002) J.Biol. Inorg. Chem 7 68 Occurrence Handle10.1007/s007750100266 Occurrence Handle11862542
J.P. Glusker A.K. Katz C.W. Bock (1999) Rigaku J 16 8
A.M. Amado P.J.A. Ribeiro-Claro (2004) Inorg. Biochem 98 561 Occurrence Handle10.1016/j.jinorgbio.2004.01.007
J. Park Y. Chung Y. Suh H. Rhee (2004) Catal. Today 93–95 445 Occurrence Handle10.1016/j.cattod.2004.06.093
P.C. L’Argentiere E.A. Cagnola M.E. Quitoga D.A. Liprandi (2002) Appl. Catal. A 226 253 Occurrence Handle10.1016/S0926-860X(01)00911-5
J. Balsells L. Mejorado M. Phillips F. Ortega G. Aguirre R. Somanathan P.J. Walsh (1998) Tetrahedron Asym 9 4135 Occurrence Handle10.1016/S0957-4166(98)00431-5
J. Sima (2001) Crao. Chem. Acta 74 593
Ouyang X.M., Fei B.L., Okamuro T.A., Sun W.Y., Tang W.X., Ueyama N. (2002). Chem Lett 362
N. Raman Y.P. Raja A. Kulandaismy (2001) Proc. Ind. Acad. Sci (Chem. Sco.) 113 183
A. Datta N.K. Karan S. Mitra G. Rosair (2002) Z. Naturf 576 999
C. Jayabalakrishnan K. Natarajan (2002) Transition Met. Chem 27 75 Occurrence Handle10.1023/A:1013437203247
H. Sharghi M.A. Nasseri (2003) Bull. Chem. Soc. (Jpn.) 76 137 Occurrence Handle10.1246/bcsj.76.137
W.T. Gao Z. Zheng (2002) Molecules 7 511
A.Z. El-Sonbati A.A. El-Bindary (2000) Polish J. Chem 74 621
G.G. Mohamed Z.H.A. El-Wahab (2005) Spectrochim. Acta Part A: Mol. Biomol. Spectrosc 61 1059 Occurrence Handle10.1016/j.saa.2004.06.021
(a). H. Schiff, Ann. Chem. Suppl. 3:343 (1864); (b). H. Schiff, Ann. Chem. 150:193 (1869); (c). H. Schiff, Ann. Chem., 151:186 (1869)
P.J. Toscano L.G. Marzilli (1984) Progr. Inorg. Chem 31 105
A. Valent M. Melník D. Hudecová B. Dudová R. Kivekäs M.R. Sundberg (2002) Inorg. Chim. Acta 340 15 Occurrence Handle10.1016/S0020-1693(02)01062-9
M. Tümer H. Köksal M.K. Şener S. Serin (1999) Transition Met. Chem 24 414 Occurrence Handle10.1023/A:1006973823926
E.P. Plueddemann (1991) Silane Coupling Agents EditionNumber2 Plenum Press New York
(a) K.L. Mittal (ed.), Silanes and Other Coupling Agents, VSP, Utrecht, 1992; (b) K.L. Mittal (ed.), Silanes and Other Coupling Agents, VSP, Utrecht, 2000, vol. 2
D. Zhu W.J.V. Ooij (2004) Electrochim Acta 49 7 1113 Occurrence Handle10.1016/j.electacta.2003.10.023
(a) J.R. Ashes and J.K. Haken, J. Chromatogr., 60:33 (1972); (b) J.R. Ashes and J.K. Haken, Anal. Chem., 45:1131 (1973); (c) J. Appleyard and J.K. Haken, J. Chromatogr., 99:319 (1974); (d) J.K. Haken and D.K.M. Ho, J. Chromatogr., 112:135 (1975)
W. Wasiak W. Urbaniak (1997) J Chromatogr A 757 1–2 137 Occurrence Handle10.1016/S0021-9673(96)00683-8
(a) E. Peker and S. Serin,Synth. React. Inorg. Met.-Org. Chem., 34:859 (2004); (b) N. Kurtoğlu, M. Kurtoğlu and S. Serin, Synth. React. Inorg. Met.- Org. Chem 29:1779 (1999); (c) N. Birbiçer, M. Kurtoğlu and S. Serin, Synth. React. Inorg. Met.-Org. Chem 29:1353 (1999); (d) M. Kurtoglu, and S. Serin, Synth. React. Inorg. Met.-Org. Chem 32:629 (2002); (e) M. Kurtoglu and S. Serin, Synth. React. Inorg. Met.-Org. Chem 31:1129 (2001); (f) M. Kurtoglu, S. Serin, Synth. React. Inorg. Met.-Org. Chem., 31:1229 (2001); (g) M. Kurtoğlu, Synth. React. Inorg. Met.-Org.Chem., 34:967 (2004)
G. Sacarescu R. Ardeleanu L. Sacarescu M. Simionescu (2003) J. Organometallic Chem 685 202 Occurrence Handle10.1016/S0022-328X(03)00642-9
S.D. Bella I. Fragala N. Leonardi S. Sortino (2004) Inorg. Chim. Acta 357 3865 Occurrence Handle10.1016/j.ica.2004.04.011
T. Ogasawara A. Yoshino H. Okabayashi C.J. O’Connor (2001) A: Physicochem Eng. Aspects 180 317 Occurrence Handle10.1016/S0927-7757(00)00813-X
N.S. Biradar G.V. Karajagi T.M. Aminabhavi (1984) Inorg. Chim. Acta 82 211 Occurrence Handle10.1016/S0020-1693(00)82494-9
J.P. Kim Y.S. Cho J.W. Kang J.J. Kim J.S. Lee (2002) Opt. Mater 21 445 Occurrence Handle10.1016/S0925-3467(02)00180-5
J. Sanmartin M.R. Bermejo A.M. Gariç-Deibe M. Maneiro C. Large A.J. Costa-Filho (2000) Polyhedron 19 185 Occurrence Handle10.1016/S0277-5387(99)00341-1
J.K. Jaworska (1994) Transition Met. Chem 19 296
R.C. Maurya D.D. Mishra S. Jain M. Jaiswal (1993) Synth. React. Inorg. Met.-Org Chem 23 1335
F.A. El-Saied M.I. Ayad S.A. Aly (1993) Transition Met. Chem 18 279
J. Zhao J. Han Y. Zhang (2005) J. Mol. Catal. A: Chem 231 129 Occurrence Handle10.1016/j.molcata.2005.01.006
Cazacu M., Marcu M., Vlad A., Vasiliu M. (2004). J Macromol Sci Part A–Pure Appl Chem 565
C.H. Collins P.M. Lyne (1970) Microbial Methods University Park Press Baltimore
S.K. Sengupta O.P. Pandey B.K. Srivastava V.K. Sharma (1998) Transition Met. Chem 23 349 Occurrence Handle10.1023/A:1006986131435
Kurtoğlu M., İspir E., Kurtoðlu N., Toroğlu S., Serin S. Transition Met Chem., (2005) (in press)
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İspir, E., Kurtoğlu, M., Purtaş, F. et al. Synthesis and Antimicrobial Activity of New Schiff Bases Having the –SiOR Group (R = CH 3 or CH2CH3), and their Transition Metal Complexes. Transition Met Chem 30, 1042–1047 (2005). https://doi.org/10.1007/s11243-005-6311-5
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DOI: https://doi.org/10.1007/s11243-005-6311-5