Synthesis of Zn compounds derived from 1H-benzimidazol-2-ylmethanamine

Antonio R. Tapia-Benavides; Margarita Tlahuextl; Hugo Tlahuext; Carlos Galán-Vidal

doi:10.3998/ark.5550190.0009.514

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Synthesis of Zn compounds derived from 1H-benzimidazol-2-ylmethanamine

Antonio R. Tapia-Benavides; Margarita Tlahuextl; Hugo Tlahuext; Carlos Galán-Vidal

Volume 2008, Issue 5, Commemorative Issue in Honor of Prof. Rosalinda Contreras on the occasion of her 60th anniversary, pp. 172-186

DOI: http://dx.doi.org/10.3998/ark.5550190.0009.514

Paper ID: RC-2616DP

Received on 2007-06-19; Accepted on 2007-09-26; Published on 2007-10-05

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Issue in Honor of Prof Rosalinda Contreras Theurel ARKIVOC 2008 (v) 172-186 Synthesis of Zn compounds derived from 1H-benzimidazol-2-ylmethanamine Antonio R. Tapia-Benavides,a Margarita Tlahuextl,a,* Hugo Tlahuext,b and Carlos Galán-Vidala aCentro de Investigaciones Químicas, Universidad A. del Estado de Hidalgo, Carretera Pachuca-Tulancingo Km 4.5. U. Universitaria. CP 42184 Mineral de la Reforma, Hidalgo, México bCentro de Investigaciones Químicas, Universidad A. del Estado de Morelos, Av. Universidad 1001 Col., Chamilpa, CP 62100, Cuernavaca Morelos, México E-mail: [email protected] Dedicated to Professor Rosalinda Contreras on the occasion of her 60th anniversary Abstract The influence of the pH on the synthesis of Zn(II) complexes derived from 1H-benzimidazol-2ylmethanamine (HL) has been investigated with X-ray crystallography, FAB mass spectrometry, NMR, infrared and Raman spectroscopy. The crystal structures of (1H-benzimidazol-2ylmethanamine) tetrachlorozincate(2-) dihydrogen [H3LZnCl4] (2), (1H-benzimidazol-2ylmethanamine- .N3)trichlorozincate(1-) hydrogen hydrate [H2LZnCl3]•H2O (3), (1Hbenzimidazol- 2-ylmethanamine-.2N2,N3)dichlorozinc(II) [HLZnCl2] (4) and Bis[1Hbenzimidazol- 2-ylmethanamine-k2N2,N3]chlorozinc(II) chloride hydrate [(HL)2ZnCl]Cl•H2O (5) are reported. Compounds 2-4 exhibit a distorted tetrahedral environment around the metal center. Complex 5 has distorted trigonal bipyramidal geometry. The crystalline structures of 2-5 show the presence of strong intermolecular hydrogen bond interactions that produces graph sets with pseudo-macrocyclic network. The NMR studies show the dynamic behavior of compounds 3-5 due to break-formation phenomena of N.Zn bonds. Keywords: Benzimidazole, zinc, X-ray, Raman, infrared, NMR Introduction The Zn(II) has a relevant role in chemical and biological systems.1-5 For example, in the active site of zinc-metalloenzymes there is present a Zn(II) ion coordinated principally to histidine, cysteine, aspartic acid, or H2O.4,6-8 The interaction of Zn(II) ion with the environment of the ISSN 1551-7012 Page 172 ©ARKAT USA, Inc.