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Issue 19, 2000
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1,3-Bis(N,N,N′,N′-tetramethylguanidino)propane: synthesis, characterization and bonding properties of the first bidentate, peralkylated guanidine ligand

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Abstract

The first bidentate, peralkylated guanidine based ligand has been synthesized and its complexation chemistry examined by the preparation of three representative coordination compounds. The novel chelate ligand 1,3-bis(N,N,N′,N′-tetramethylguanidino)propane (btmgp, 1) has been synthesized by the reaction of N,N,N′,N′tetramethylguanidine (TMG) with 1,3-dibromopropane and subsequent deprotonation of the resulting guanidinium salt with sodium ethoxide. The bifunctional N-donor compound was treated with copper(I) iodide, copper(II) chloride and iron(II) iodide in a 1∶1 molar ratio to yield the corresponding electroneutral complexes [CuI(btmgp)] 2, [CuCl2(btmgp)] 3 and [FeI2(btmgp)] 4. The structures of the dihydrochloride of 1 (1b) and of the complexes 2–4 have been determined by X-ray crystallography. A comparison of the molecular structures (2–4) shows that, in each case, btmgp acts as a bidentate ligand which is able to stabilize not only trigonal-planar (2), but also (distorted) square-planar (3) and tetrahedral coordination environments (4).

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Publication details

The article was received on 30 Mar 2000, accepted on 02 Aug 2000 and first published on 11 Sep 2000


Article type: Paper
DOI: 10.1039/B002554M
Citation: J. Chem. Soc., Dalton Trans., 2000,0, 3473-3479
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    1,3-Bis(N,N,N′,N′-tetramethylguanidino)propane: synthesis, characterization and bonding properties of the first bidentate, peralkylated guanidine ligand

    (. L. S. Pohl, M. Harmjanz, J. Schneider, W. Saak and G. Henkel, J. Chem. Soc., Dalton Trans., 2000, 0, 3473
    DOI: 10.1039/B002554M

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