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Issue 59, 2016, Issue in Progress
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Reaction of sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate with ethylenediamine on Cu(II) and Ni(II) centres: efficient Cu(II) homogeneous catalysts for cyanosilylation of aldehydes

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Abstract

By reacting copper(II) or nickel(II) salts with sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate (NaHL) in an EtOH/H2O solvent mixture and in the presence of ethylenediamine (en), [Cu(HL)2(en)2] (1) or {[Ni(en)3](HL)2}·C2H5OH·6H2O (2) were synthesized, respectively. In MeOH, the coordination polymer [Cu(μ-L1-1κO,NNN′′:2κO′)]n (3) was obtained, where L1 refers to a dianionic ligand species attained via Schiff-base condensation of NaHL with en on the Cu(II) metal centre, whereas no reaction was obtained in the case of Ni(II). All the compounds were characterised by IR spectroscopy, ESI-MS, elemental and single-crystal diffraction. The Cu(II) compounds 1 and 3 act as effective homogenous catalysts for the cyanosilylation reaction of a variety of aldehydes with trimethylsilyl cyanide affording the corresponding cyanohydrin trimethylsilyl ethers in high yields (up to 93%) and at room temperature.

Graphical abstract: Reaction of sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate with ethylenediamine on Cu(ii) and Ni(ii) centres: efficient Cu(ii) homogeneous catalysts for cyanosilylation of aldehydes

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Publication details

The article was received on 11 May 2016, accepted on 31 May 2016 and first published on 01 Jun 2016


Article type: Paper
DOI: 10.1039/C6RA12274D
Citation: RSC Adv., 2016,6, 54263-54269
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    Reaction of sodium 2-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl) benzenesulfonate with ethylenediamine on Cu(II) and Ni(II) centres: efficient Cu(II) homogeneous catalysts for cyanosilylation of aldehydes

    A. G. Mahmoud, K. T. Mahmudov, M. F. C. Guedes da Silva and A. J. L. Pombeiro, RSC Adv., 2016, 6, 54263
    DOI: 10.1039/C6RA12274D

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