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Copper(II) complexes of imidazolinone herbicides

Strinna Erre, Liliana and Garribba, Eugenio and Micera, Giovanni and Pusino, Alba and Sanna, Daniele (1997) Copper(II) complexes of imidazolinone herbicides. Inorganica Chimica Acta, Vol. 255 (2), p. 215-220. ISSN 0020-1693. Article.

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DOI: 10.1016/S0020-1693(96)05355-8


The copper(II) complexes formed by the imidazolinone herbicide Imazapyr or (±)-2-4-isopropyl-(4-methyl-5-oxo-2-imidazolin-2-yl)-nicotinic acid (H2imz) are described. The compounds isolated in the solid state confirm that Imazapyr is a versatile bipy-like ligand able to chelate the metal ion through two different donor sets. The pair of pyridine and imidazole nitrogen atoms is bound to copper in [Cu(Himz)3] and [Cu(Himz)2(H2O)]. In these, a five-coordination at the metal ion and a geometry close to the trigonal bipyramid are favoured. The weak carboxylate group does not play a primary role in the complex formation properties of Imazapyr. However, its involvement yields the polymetallic compounds [Cu(Himz)2] and [Cu3(Himz)4(H2O)4](NO3)2. The deprotonation of the lactam group provides Imazapyr with a stronger donor set, the lactam and the pyridine nitrogens, yielding 1:1 polymeric complexes [Cu(imz)(H2O)] and [Cu(imz)(H2O)3] · H2O. With the methyl ester of Imazapyr (HimzOMe), the different charge of the ligand deprotonated at the lactam group allows a bis-chelated complex [Cu(imzOMe)2(H2O)] · H2O in which the metal ion adopts a five-coordination. Analogies have been established between the complexes of H2imz, HimzOMe and 2,2′-bipyridine.

Item Type:Article
ID Code:1442
Uncontrolled Keywords:Copper(II) complexes, Imazapyr, imidazolinone complexes, herbicide complexes
Subjects:Area 03 - Scienze chimiche > CHIM/03 Chimica generale e inorganica
Area 07 - Scienze agrarie e veterinarie > AGR/13 Chimica agraria
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
001 Università di Sassari > 01 Dipartimenti > Scienze ambientali agrarie e biotecnologie agro-alimentari
Deposited On:18 Aug 2009 10:05

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