Cyanosilylation of aldehydes catalyzed by ag(I)-and cu(ii)-arylhydrazone coordination polymers in conventional and in ionic liquid media

Gonçalo A. O. Tiago, Kamran T. Mahmudov, M. Fátima C. Guedes da Silva, Ana P. C. Ribeiro, Luís C. Branco, Fedor I. Zubkov, Armando J. L. Pombeiro

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Abstract

The novel Ag(I) and Cu(II) coordination polymers [Ag(μ 3 -1κO;2:3κO’;4κN-HL)] n ∙n/2H 2 O (1) and [Cu(en) 2 (μ-1κO;2κN-L)] n ∙nH 2 O (2) [HL - = 2-(2-(1-cyano-2-oxopropylidene)hydrazinyl)benzene sulfonate] were synthesized and characterized by IR and ESI-MS spectroscopies, elemental and single crystal X-ray diffraction analyses. Compounds 1 and 2 as well as the already known complex salt [Cu(H 2 O) 2 (en) 2 ](HL) 2 (3) have been tested as homogenous catalysts for the cyanosilylation reaction of different aldehydes with trimethylsilyl cyanide, to provide cyanohydrin trimethylsilyl ethers. Coordination polymer 2 was found to be the most efficient one, with yields ranging from 76 to 88% in methanol, which increases up to 99% by addition of the ionic liquid [DHTMG][L-Lactate].

Original languageEnglish
Article number284
JournalCatalysts
Volume9
Issue number3
DOIs
Publication statusPublished - 1 Mar 2019

Keywords

  • Ag(I) and Cu(II) coordination polymers
  • Arylhydrazone
  • Catalysis
  • Cyanosilylation reaction
  • Ionic liquids

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    Tiago, G. A. O., Mahmudov, K. T., Silva, M. F. C. G. D., Ribeiro, A. P. C., Branco, L. C., Zubkov, F. I., & Pombeiro, A. J. L. (2019). Cyanosilylation of aldehydes catalyzed by ag(I)-and cu(ii)-arylhydrazone coordination polymers in conventional and in ionic liquid media. Catalysts, 9(3), [284]. https://doi.org/10.3390/catal9030284