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Issue 44, 2013
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Attaching high charge density metal ions to surfaces and biomolecules. Reaction chemistry of hypodentate cobalt diamine complexes

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Abstract

Hypodentate diamine cobalt(III) pentammine complexes [Co(NH3)5(NH2(CH2)nNH3)](ClO4)4 (8: a: n = 3; b: n = 4; c: n = 6; d: n = 8) have been synthesized via the reaction of [Co(NH3)5(OTf)](OTf)2 (TfOH = CF3SO3H) with the corresponding diamines. The analogous t-boc protected diamine complexes [Co(NH3)5(NH2(CH2)nNHt-boc)](ClO4)3 (7a–d) were prepared in 4–26% yield. Low yields for the formation of 7a–d are due to competing side reactions which also gave [Co(NH3)6]3+. Complexes 7a–d were deprotected using trifluoroacetic acid to give the corresponding hypodentate diamine complexes [Co(NH3)5(NH2(CH2)nNH3)](CF3CO2)0.5(ClO4)3.5 (9a–d). HBTU coupling of 8c with N-(t-boc)-L-phenylalanine gave an amino acid functionalized cobalt pentammine complex [Co(NH3)5(NH2(CH2)6NHt-boc)-L-phenylalanine)](ClO4)3 (10). All new complexes were characterized using UV-vis and 1H NMR spectroscopy, and elemental analysis. Grafting of 8c onto 2.4 mm poly(ethylene-co-acrylic acid) (PEAA) beads was achieved via amide coupling. Complex 8c was coupled to thioctic acid via amide coupling and the resulting cobalt disulfide complex [Co(NH3)5(N-(6-aminohexyl)-5-(1,2-dithiolan-3-yl)pentanamide)](ClO4)3 (11) was attached to 10 nm Au nanoparticles. The amount of cobalt loading onto PEAA beads and Au nanoparticles was determined using ICP-MS and EDX.

Graphical abstract: Attaching high charge density metal ions to surfaces and biomolecules. Reaction chemistry of hypodentate cobalt diamine complexes

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Publication details

The article was received on 01 Jul 2013, accepted on 01 Sep 2013 and first published on 05 Sep 2013


Article type: Paper
DOI: 10.1039/C3DT51758F
Dalton Trans., 2013,42, 15617-15624

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    Attaching high charge density metal ions to surfaces and biomolecules. Reaction chemistry of hypodentate cobalt diamine complexes

    A. R. Funk, E. Goldberg, E. L. Chang, S. A. Trammell and D. A. Knight, Dalton Trans., 2013, 42, 15617
    DOI: 10.1039/C3DT51758F

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