Journal ArticleDOI
Cucurbit[5]uril-mediated electrochemical hydrogenation of α,β-unsaturated ketones
Ayrlane Sales,Isabela Andrade de Oliveira e Castro,Frederico Duarte de Menezes,Thiago Matheus Guimarães Selva,Márcio Vilar +4 more
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In this article, the potential of cucurbit[5]uril to be used as inverse phase transfer catalyst in electrocatalytic hydrogenation of α,β-unsaturated ketones is illustrated.Abstract:
The potential of cucurbit[5]uril to be used as inverse phase transfer catalyst in electrocatalytic hydrogenation of α,β-unsaturated ketones is illustrated. The interaction behavior among isophorone and cucurbit[5]uril was also investigated using cyclic voltammetry and UV/vis absorption spectroscopy. The results concerning to both techniques revealed an enhancement in the intensity of the absorption peak and also in the current cathodic peak of isophorone in presence of cucurbit[5]uril. This achievement is related to the increase of the isophorone solubility in the medium being an indicative of a host-guest complex formation. The electrochemical hydrogenation of isophorone using cucurbit[5]uril was more efficient than others well-stablish methodologies. Regarding to (R)-(+)-pulegone and (S)-(+)-carvone, the use of cucurbit[5]uril leads to an increase of 17% and 9%, on average, respectively, in the yields when compared to the control reaction. The efficiency of selective C=O bond hydrogenation of 1-acetyl-1-cyclohexene was evaluated. The presence of cucurbit[5]uril increased by 12% the hydrogenations yields of 1-acetyl-1-cyclohexene when compared to the control reaction. In this sense, these results open up an opportunity to carry out electrocatalytic reactions within the cucurbit[5]uril environment.read more
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Ultrasound as a tool for reducing energy consumption in electrocatalytic hydrogenation of aromatic ketones using graphite as catalyst support
Sarah Calado Galvão de Melo,Maria Eduarda Pereira da Silva,Maria Eduarda Barreto da Silva,Josinete Angela da Paz,C. M. B. M. Barbosa,Frederico Duarte de Menezes,Rodrigo Nogueira Albert Loureiro,Marcelo Navarro,José Ângelo Peixoto da Costa,Gabriel Francisco da Silva,Alvaro Antonio Ochoa Villa,Márcio Vilar +11 more
TL;DR: In this article, the sonoelectrocatalytic hydrogenation (SECH) of aryl ketones was studied in water, and the ultrasonic irradiation was carried out at frequency of 20 kHz ± 500 Hz with a cylindrical titanium probe (MS 73 microtip; Ti-6AI-4V alloy; 3.0mm diameter).
References
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