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Reactions of Cadmium(II) Acetate with Acetoacetanilide and Methylacetoacetate Thiosemicarbazones: A Cyclization Process Leading to a Pyrazolone – The Molecular and Crystal Structures of the Free Ligands and the Complex [CdL 2 Py] (HL = 2‐[Amino(thioxo)methyl]‐5‐methyl‐2,3‐dihydro‐1 H ‐3‐pyrazolone, Py = Pyridine)
Author(s) -
Casas José S.,
Castaño María V.,
Castellano Eduardo E.,
GarcíaTasende María S.,
Sánchez Agustín,
Sanjuán María L.,
Sordo José
Publication year - 2000
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/(sici)1099-0682(200001)2000:1<83::aid-ejic83>3.0.co;2-9
Subject(s) - chemistry , pyrazolone , trifluoroacetic acid , cadmium acetate , coordination complex , nuclear magnetic resonance spectroscopy , aqueous solution , methanol , medicinal chemistry , ligand (biochemistry) , crystal structure , cadmium , metal , stereochemistry , organic chemistry , biochemistry , receptor
Acetoacetanilide‐ and methylacetoacetate thiosemicarbazones (HTSC 1 and HTSC 2 , respectively) react with cadmium(II) acetate in methanol, giving complexes containing the ligand 2‐[amino(thioxo)methyl]‐5‐methyl‐2,3‐dihydro‐1 H ‐3‐pyrazolonate (L – ). An X‐ray diffraction study of the structures of HTSC 1 , HTSC 2 , HL, and [CdL 2 Py], identified the main structural changes in the cyclization process. Additionally, the coordination of the metal in the complexes [CdL(AcO)] · 2 MeOH and [CdL 2 ] · 3 H 2 O was analyzed using IR spectroscopy in the solid state and 1 H‐, 13 C‐, and 113 Cd‐NMR spectroscopy in solution. On reaction with aqueous trifluoroacetic acid, both complexes releases the free pyrazolone, which can be easily isolated.