Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 35:825–828, 2005
Copyright # 2005 Taylor & Francis, Inc.
ISSN: 1553-3174 print/1532-2440 online
DOI: 10.1080/15533170500358234
Synthesis and Characterization of Some Nickel(II), Cobalt(II),
and Zinc(II) Complexes with Schiff Bases Derived from the
Reaction of Isonitroso-p-chloroacetophenone and 1,2-Diamin-
oethane with 1,4-Diaminobutane
˙
Ibrahim Demir and A. Ihsan Pekacar
˙
Department of Chemistry, Faculty of Science and Arts, Nigde University, Nigde, Turkey
obtained from Merck (KGaA, Germany) and all of them
Two new Schiff bases have been synthesized by the conden- were purified according to literature (Casey et al., 1993).
sation of 1,2-diaminoethane (HL) and 1,4-diamino buthane (HL0)
with isonitroso-p-kloroasetafenon. The complexes of cobalt(II),
Physical Measurement
The carbon, hydrogen and nitrogen analyses were obtained
nickel(II) and zinc(II) with HL and HL0 were prepared. The
ligands and their complexes were characterized by spectroscopic
techniques.
using a Carlo Erba 1106 autoelemental analyser. A Jasco FT/
IR–300 E Spectrometer was used for characterisation. The
electronic spectra in the 200–800 nm range were recorded in
DMF on a Shimadzu UV-160 A spectrophotometer. Conduc-
tivities were measured in DMF using a LF 330/SET conduc-
tivity meter and were performed at 228C. Magnetic moments
were measured by the Gouy method by using Hg[Co(SCN)4]
Keywords Schiff bases, Iminooximes, metal complexes,
characterization
1
as calibrant. The H-NMR spectra of the ligands HL and HL0
INTRODUCTION
were recorded with a Bruker Avance-500 NMR instrument.
Generally, the chelating ligands are polyfunctional
molecule that can encase the metal in an organic sphere.
Many types of Schiff base ligands are known and properties
of their derived metal chelates have been synthesised by
chemists, (Busch, 1967; Curtis, 1968). Acyclic ligands that
contain nitrogen, oxygen and sulphur donor atoms in their
structures can act as an effective chelating agents for transition
and non-transition metal ions (Tu¨mer et al., 1997).
In this study, new Schiff base ligands (as shown in Figure 1)
and their transition metal complexes were synthesised and the
type of coordination that occurs in the metal ions were
interpreted.
Preparation of Schiff Base Ligands
The ligands were prepared according to literature (Casellato
et al., 1982). Isonitroso-p-kloroasetafenone 0.183 g (1 mmol)
dissolved in methanol (20 mL), was added with constant
stirring to
a solution 1,2-diaminoethane (HL) 0.030 g
(0.5 mmol) or 1,4-diaminobutane (HL0) 0.088 g (0.5 mmol) in
methanol (10 mL). The mixture was allowed to stir magneti-
cally at 508C during 4.5 h. After cooling, the resulting precipi-
tate was filtered and recrystalized by hexane/methanol (1 : 1).
Preparation of Complexes
All of the complexes were synthesized by the reaction of the
Schiff base ligand (1 mmol, in 20 mL methanol) with the corre-
sponding metal salts (0.5 mmol, 10 mL methanol) at 508C
during 2 h. The resulting precipitate was filtered, washed
several times with methanol and dried over calcium chloride
under vacuum.
EXPERIMENTAL
Material
Ni(NO3)2, CoCl2 and Zn(CH3COO)2 and p-chloroacetophe-
none, 1,2-diaminoethane, and 1,4-diaminobutane were
RESULTS AND DISCUSSION
Received 17 August 2005; accepted 9 September 2005.
We would like to thank N.V. Research Foundation for financial
support (P.N. FEB 2005-06). We would also like to thank Dr. Aydin
Demircan for proofreading this paper.
The analytical data for the ligands and their metal
complexes are listed in Table 1. The result of the elementel
analyses show that the metal to ligand ratio is 1 : 2 in all the
˙
Address correspondence to Ibrahim Demir, Department of Chem-
istry, Faculty of Science and Arts, Nigde University, Nigde, 51100,
Turkey. E-mail: idemir@nigde.edu.tr
.
complexes. The composition of the complexes is [ML2]
nH2O for all complexes (n ¼ 0 or 2). The Schiff base ligands
825
Demir, Ibrahim
