Journal
CATALYSTS
Volume 11, Issue 2, Pages -Publisher
MDPI
DOI: 10.3390/catal11020179
Keywords
molecular hydrogen; hydrogenation; Pd; C catalysts; calcium carbide; acetylene; vinyl group
Categories
Funding
- Ministry of Science and Higher Education of the Russian Federation within the governmental order for BIC [AAAA-A21-121011490008-3]
- Scientific Schools Development Program by Zelinsky Institute of organic chemistry
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The study demonstrates that using various Pd/C catalysts for liquid-phase hydrogenation of O-, S-, and N-vinyl derivatives can achieve complete conversion and high hydrogenation selectivity. The proposed procedure serves as a sustainable method for vinyl group transformation through hydrogenation reactions.
The hydrogenation of unsaturated double bonds with molecular hydrogen is an efficient atom-economic approach to the production of a wide range of fine chemicals. In contrast to a number of reducing reagents typically involved in organic synthesis, hydrogenation with H-2 is much more sustainable since it does not produce wastes (i.e., reducing reagent residues). However, its full sustainable potential may be achieved only in the case of easily separable catalysts and high reaction selectivity. In this work, various Pd/C catalysts were used for the liquid-phase hydrogenation of O-, S-, and N-vinyl derivatives with molecular hydrogen under mild reaction conditions (room temperature, pressure of 1 MPa). Complete conversion and high hydrogenation selectivity (>99%) were achieved by adjusting the type of Pd/C catalyst. Thus, the proposed procedure can be used as a sustainable method for vinyl group transformation by hydrogenation reactions. The discovery of the stability of active vinyl functional groups conjugated with heteroatoms (O, S, and N) under hydrogenation conditions over Pd/C catalysts opens the way for many useful transformations.
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