Cytosine nucleobase as a tridentate ligand: Metal binding to N(3), N(4) and O(2) in trans-[(NH2Me)2Pt(dmcyt)2Ag 2][NO3]2 (dmcyt = 1,5-dimethylcytosinate)

Dagmar Holthenrich, Michael Krumm, Ennio Zangrando, Fabio Pichierri, Lucio Randaccio, Bernhard Lippert

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Abstract

1,5-Dimethylcytosine (Hdmcyt), which is a model of the naturally occurring 5-methylcytidine nucleobase, has been demonstrated to be capable of binding three metal ions simultaneously, via N(3), monodeprotonated N(4) and O(2). The compound trans-[(NH2Me)2Pt(dmcyt)2Ag 2][NO3]2 1 was prepared from trans-[Pt(NH2Me)2(Hdmyct-N3) 2][NO3]2 and AgNO3 at alkaline pH, and its crystal structure determined. The Pt ⋯ Ag distances within the trinuclear cation are 2.892(1) and 3.040(1) Å. The compound is compared with related mixed Pt-Ag nucleobase complexes as well as other trinuclear d10-d8-d10 systems. Despite the problem of differentiation of the nucleobase arrangement (head-to-head or head-to-tail) due to the pseudo-two-fold symmetry of the 1,5-dimethylcytosine ligand, the head-to-head orientation has unambiguously been established by use of 1H NMR spectroscopy following precipitation of AgCl.

Original languageEnglish
Pages (from-to)3275-3279
Number of pages5
JournalJournal of the Chemical Society. Dalton Transactions
Issue number20
DOIs
Publication statusPublished - 1995

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