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Preparation, Structural Characterization, and Antifungal Activities of Complexes of Group 12 Metals with 2‐Acetylpyridine‐ and 2‐Acetylpyridine‐ N ‐oxide‐ 4 N ‐phenylthiosemicarbazones
Author(s) -
Bermejo Elena,
Castiñeiras Alfonso,
Domínguez Ricardo,
Carballo Rosa,
MaichleMössmer Cäcilia,
Strähle Joachim,
West Douglas X.
Publication year - 1999
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/(sici)1521-3749(199906)625:6<961::aid-zaac961>3.0.co;2-j
Subject(s) - chemistry , deprotonation , metal , stereochemistry , zinc , nuclear magnetic resonance spectroscopy , medicinal chemistry , nuclear chemistry , organic chemistry , ion
Abstract Reaction of group 12 metal dihalides in ethanolic media with 2‐acetylpyridine 4 N ‐phenylthiosemicarbazone ( H4PL ) and 2‐acetylpyridine‐N‐oxide 4 N ‐phenylthiosemicarbazone ( H4PLO ) afforded the compounds [M(H4PL)X 2 ] (X = Cl, Br, M = Zn, Cd, Hg; X = I, M = Zn, Cd) ( 1–8 ), [Hg(4PL)I] 2 ( 9 ) and [M(H4PLO)X 2 ] (X = Cl, Br, I, M = Zn, Cd, Hg) ( 10–18 ). H4PL , H4PLO and their complexes were characterized by elemental analysis and by IR and 1 H and 13 C NMR spectroscopy (and the cadmium complexes by 113 Cd NMR spectroscopy), and H4PL , H4PLO , ( 5 · DMSO) and ( 9 ) were additionally studied by X‐ray diffraction. H4PL is N,N,S‐tridentate in all its complexes, including 9 , in which it is deprotonated, and H4PLO is in all cases O,N,S‐tridentate. In all the complexes, the metal atoms are pentacoordinate and the coordination polyhedra are redistorted tetragonal pyramids. In assays of antifungal activity against Aspergillus niger and Paecilomyces variotii , the only compound to show any activity was [Hg(H4PLO)I 2 ] ( 18 ).