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Organometallic Compounds Containing a Guanidinium Group. Phenylmercury(II) Derivatives of Creatine and Creatinine

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Canty, AJ and Fyfe, M and Gatehouse, BM (1978) Organometallic Compounds Containing a Guanidinium Group. Phenylmercury(II) Derivatives of Creatine and Creatinine. Inorganic Chemistry, 17 (6). pp. 1467-1471. ISSN 0020-1669

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Abstract

Phenylmercury(II) replaces a proton of creatine, H2NC+(NH2)NMeCH2C02-, in basic solution to form the zwitterionic complex PhHgNHC+(NH2)NMeCH2CO2-. Creatine and creatinine (C4H7N30) react with PhHg((OH)N03)I/2 in aqueous ethanol to form a 2:l complex [(PhHg)2(C4H6N30][N03] which exists in two crystalline forms. Creatinine forms a 1:l complex [PhHg(C4H7N30)][N03].1/2H20 at pH 1.4 on reaction with PhHg((OH)N03)l/2 in the presence of nitric acid. The 1:l and 2:l complexes may be interconverted. Creatinine hydronitrate, [H2NCNMeCH2CONH][NO3], and the PhHg(II) complexes of creatinine have similar infrared (including deuterated derivatives) and 1H NMR spectra, consistent with retention of the creatinine ring and presence of a guanidinium group in the complexes. An X-ray structural analysis of one crystalline form of the 2:l complex shows bonding of PhHg(II) groups to the exocyclic and ring nitrogens of creatinine to form the cation [PhHgNHCNMeCH2CONHgPh]+.

Item Type: Article
Journal or Publication Title: Inorganic Chemistry
Page Range: pp. 1467-1471
ISSN: 0020-1669
Identification Number - DOI: 10.1021/ic50184a015
Date Deposited: 28 Jan 2008 21:43
Last Modified: 18 Nov 2014 03:27
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