ic051538e_si_002.cif (32.59 kB)
Oxorhenium(V) and Oxotechnetium(V) [NN][S]3 Complexes of 2-Phenylbenzothiazole Derivatives
dataset
posted on 2006-01-23, 00:00 authored by Stamatia Tzanopoulou, Ioannis C. Pirmettis, Georgios Patsis, Catherine Raptopoulou, Aris Terzis, Minas Papadopoulos, Maria PelecanouThe reaction of 2-(2‘-pyridyl)benzothiazole, [NN], with the ReO(V)3+ and TcO(V)3+ cores in the presence of thiophenols,
[S] (RC6H4SH, R = H, 4-CH3, 4-OCH3), as coligands led to the isolation of hexacoordinated complexes of the
MO[NN][S]3 type (M = Re, Tc). In all cases, two geometric mer isomers were formed, as evidenced by NMR
spectroscopy and confirmed by X-ray crystallography. In both isomers, the coordination geometry about the metal
ion is a distorted octahedral defined by the two nitrogen atoms of the bidentate ligand, the three sulfur atoms of
the monodentate thiols, and the oxygen atom of the oxo group. The apical positions of the octahedron are occupied
by the oxygen of the oxo group and, in one of the isomers, the nitrogen of the pyridyl moiety of 2-(2‘-pyridyl)benzothiazole, while, in the second isomer, the imine nitrogen of 2-(2‘-pyridyl)benzothiazole. The complexes are
stable, neutral, and lipophilic. Complete 1H and 13C NMR assignments are reported for all complexes. The synthetic
reaction was also successfully transferred at the technetium-99m tracer level by ligand exchange reaction using
99mTc−glucoheptonate as precursor in the presence of 2-(2‘-pyridyl)benzothiazole and 4-CH3C6H4SH. The structure
of the technetium-99m complex was established by high-performance liquid chromatographic comparison with the
analogous oxotechnetium and oxorhenium complexes. The 2-(2‘-pyridyl)benzothiazole ligand serves as a preliminary
model for 2-(4-aminophenyl)benzothiazole, which possesses interesting properties for the development of technetium
and rhenium radiopharmaceuticals for tumor imaging and/or radiotherapy as well as in vivo diagnosis of Alzheimer's
disease.