Issue 14, 2005

Isomeric [RuCl2(dmso)2(indazole)2] complexes: ruthenium(ii)-mediated coupling reaction of acetonitrile with 1H-indazole

Abstract

Reaction of the antitumor complex trans-[RuIIICl4(Hind)2] (Hind = indazole) with an excess of dimethyl sulfoxide (dmso) in acetone afforded the complex trans,trans,trans-[RuIICl2(dmso)2(Hind)2] (1). Two other isomeric compounds trans,cis,cis-[RuIICl2(dmso)2(Hind)2] (2) and cis,cis,cis-[RuIICl2(dmso)2(Hind)2] (3) have been obtained on refluxing cis-[RuIICl2(dmso)4] with 2 equiv. of indazole in ethanol and methanol, respectively. Isomers 1 and 2 react with acetonitrile yielding the complexes trans-[RuIICl2(dmso)(Hind){HN[double bond, length as m-dash]C(Me)ind}]·CH3CN (4·CH3CN) and trans,cis-[RuIICl2(dmso)2{HN[double bond, length as m-dash]C(Me)ind}]·H2O (5·H2O), respectively, containing a cyclic amidine ligand resulting from insertion of the acetonitrile C[triple bond, length as m-dash]N group in the N1–H bond of the N2-coordinated indazole ligand in the nomenclature used for 1H-indazole. These are the first examples of the metal-assisted iminoacylation of indazole. The products isolated have been characterized by elemental analysis, IR spectroscopy, UV-vis spectroscopy, electrospray mass-spectrometry, thermogravimetry, differential scanning calorimetry, 1H NMR spectroscopy, and solid-state 13C CP MAS NMR spectroscopy. The isomeric structures of 1–3 and the presence of a chelating amidine ligand in 4 and 5 have been confirmed by X-ray crystallography. The electrochemical behavior of 1–5 and the formation of 5 have been studied by cyclic voltammetry.

Graphical abstract: Isomeric [RuCl2(dmso)2(indazole)2] complexes: ruthenium(ii)-mediated coupling reaction of acetonitrile with 1H-indazole

Supplementary files

Article information

Article type
Paper
Submitted
11 Mar 2005
Accepted
03 Jun 2005
First published
15 Jun 2005

Dalton Trans., 2005, 2355-2364

Isomeric [RuCl2(dmso)2(indazole)2] complexes: ruthenium(II)-mediated coupling reaction of acetonitrile with 1H-indazole

E. Reisner, V. B. Arion, A. Rufińska, I. Chiorescu, W. F. Schmid and B. K. Keppler, Dalton Trans., 2005, 2355 DOI: 10.1039/B503650J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements