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Zinc Complexes of S,N Ligands Derived from Thiazolines
Author(s) -
Brand Udo,
Vahrenkamp Heinrich
Publication year - 1995
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19951280808
Subject(s) - chemistry , tautomer , thiazolidine , thiazoline , zinc , ligand (biochemistry) , medicinal chemistry , monomer , stereochemistry , organic chemistry , biochemistry , receptor , polymer
Three different thiazoline derivatives or their tautomeric mercaptoethylamine derivatives were used for the preparation of zinc complexes containing S,N ligands. 2‐(2‐pyridyl)‐3‐(2‐pyridylmethyl)‐1,3‐thiazolidine (PPMT) could not be opened reductively but acted as a tridentate nitrogen ligand in (PPMT)ZnX 2 ( 1a, b , X = Br, NO 3 ). The thiazolidine tautomer N‐(2‐mercaptoethyl)salicylideneimine (MESIH 2 ) yielded polymeric (MESI)Zn (2) and, after oxidation, monomeric (MESI) 2 Zn (3) containing a disulfide unit. The 2‐aryl‐benzo‐1,3‐thiazoline tautomers N‐(2‐mercaptophenyl)‐p‐fluoroben‐zylideneimine (MPFBH) and N‐(2‐mercaptophenyl)‐p‐meth‐oxybenzylideneimine (MPMBH) underwent reaction with diethyl zinc resulting in the unstable L . Zn‐Et complexes 4a and b , which are probably dimeric and the stable 2:1 complex (MPFB) 2 Zn ( 5 ). The structures of 3 and 5 were determined and were found to exhibit distorted tetrahedral ZnN 2 O 2 and ZnN 2 S 2 coordinations, respectively.