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Article

A Smart Heterogeneous Catalyst for Efficient, Chemo- and Stereoselective Hydrogenation of 3-Hexyn-1-ol

1
Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca’ Foscari Venezia, Via Torino 155, 30172 Venezia Mestre (VE), Italy
2
Studio di Consulenza Scientifica (SCSOP), Via Bornò 5, 23896 Sirtori (LC), Italy
*
Authors to whom correspondence should be addressed.
Catalysts 2021, 11(1), 14; https://doi.org/10.3390/catal11010014
Received: 7 November 2020 / Revised: 18 December 2020 / Accepted: 22 December 2020 / Published: 25 December 2020
(This article belongs to the Special Issue Recent Advances in Smart Catalysts)
We examine the easy preparation of mono- and bi-metallic heterogeneous catalysts with low Pd and Cu contents on alumina and provide a detailed study of many reaction parameters in the catalyzed selective semihydrogenation of 3-hexyn-1-ol to (Z)-3-hexen-1-ol, a very important fragrance with an herbaceous note. In particular, two different protocols of Pd catalyst preparation, substrate/catalyst molar ratio, the effect of time and temperature, introduction of some additives to the reaction mixture, and the nature of the solvent were investigated. These factors are not independent variables. The results show that it is possible to control the reaction outcome to obtain the target (Z)-alkenol using different experimental conditions. The best result, as an appropriate compromise between conversion and selectivity, may be obtained by working with a very high substrate/catalyst molar ratio (>6000/1), with one type of Pd catalyst, in a short time (about 150 min) at 60 °C. View Full-Text
Keywords: heterogeneous catalyst; selective hydrogenation; alkyne; (Z)-alkene; fragrance heterogeneous catalyst; selective hydrogenation; alkyne; (Z)-alkene; fragrance
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MDPI and ACS Style

Paganelli, S.; Angi, A.; Pajer, N.; Piccolo, O. A Smart Heterogeneous Catalyst for Efficient, Chemo- and Stereoselective Hydrogenation of 3-Hexyn-1-ol. Catalysts 2021, 11, 14. https://doi.org/10.3390/catal11010014

AMA Style

Paganelli S, Angi A, Pajer N, Piccolo O. A Smart Heterogeneous Catalyst for Efficient, Chemo- and Stereoselective Hydrogenation of 3-Hexyn-1-ol. Catalysts. 2021; 11(1):14. https://doi.org/10.3390/catal11010014

Chicago/Turabian Style

Paganelli, Stefano, Alessio Angi, Nicolò Pajer, and Oreste Piccolo. 2021. "A Smart Heterogeneous Catalyst for Efficient, Chemo- and Stereoselective Hydrogenation of 3-Hexyn-1-ol" Catalysts 11, no. 1: 14. https://doi.org/10.3390/catal11010014

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