Selective hydrogenation of unsaturated aldehydes over Pt nanoparticles promoted by the cooperation of steric and electronic effects

Abstract

The selective hydrogenation of α,β-unsaturated aldehydes to unsaturated alcohols can reach high selectivity and activity at room temperature using Pt nanoparticles immobilized on a non-porous AlO support stabilized by aspartic acid. Aspartic acid molecules had a significant steric effect on C[double bond, length as m-dash]C hydrogenation and could modify the electronic state of metal particles.

Regulating Hydrogenation Chemoselectivity of α,β‐Unsaturated Aldehydes by Combination of Transfer and Catalytic Hydrogenation

“…Various strategies have been developed to design catalysts for increasing the chemoselectivity of hydrogenation reactions. The steric effect is a straightforward way to increase the selectivity, by considering the different collision probabilities of C=C and C=O double bonds . For instance, it has been demonstrated that the selectivity of CAL into COL could be significantly increased through functionalization of the catalyst surface with long‐chain amines or incorporation of metal nanoparticles within metal–organic frameworks (MOFs).…”

“…The steric effect is as traightforwardw ay to increaset he selectivity,b yc onsidering the different collisionp robabilitieso fC =C and C=Od ouble bonds. [4] For instance, it has been demonstratedt hat the selectivity of CAL into COL could be significantly increased through functionalization of the catalyst surface with long-chain amineso ri ncorporation of metal nanoparticles within metal-organicf rameworks (MOFs). As ynergistic electronic effect, such as hybridization of metal catalysts with cocatalysts, has resulted in clearly improved chemoselectivity towards unsaturated alcohols by interfacial electrontransfer interactions.…”

Tunable Selective Hydrogenation of Cinnamaldehyde by Capped Pt/Pd Nanoparticles Supported on Carbon Nanotubes

“…Because the aspartic acid with steric hindrance could effectively inhibit C=C bond adsorption. [15] The support also plays an important role in stabilizing and dispersing active metal. [16] Numerous studies showed that the support can affect the hydrogenation activity and selectivity via tuning the chemisorption and activation of carbonyl groups or adjusting the geometric and electronic properties of metal.…”

Synthesis of Hierarchically Porous Amorphous Alloy Hollow Sphere with High Surface Area as Effective and Selective Catalysts for Cinnamaldehyde Hydrogenation

“…Nevertheless, the composites of noble metal have a higher performance than single noble metal due to the special interaction between them. Hence, so many noble metal composite catalysts have been focused on, such as Pt‐based catalysts,, , Ru/GO‐PNIPAM, Pd‐Ag alloy, Au compounds,, etc. For achieving a high catalytic performance, most of these catalysts have been nanosized to obtain a higher surface area, thus resulting in the increase of catalytic sites, which might induce difficulty in their recycle and cause agglomeration.…”

“…Due to the important position in the flavoring, perfume and pharmaceutical industries, cinnamyl alcohol (COL) has been widely investigated through selective hydrogenation of cinnamaldehyde (CAL) However, selective hydrogenation of C=O bond is not thermodynamically and kinetically favored . Previous works indicate that noble metal displays slightly higher selective for the unsaturated alcohol , . Nevertheless, the composites of noble metal have a higher performance than single noble metal due to the special interaction between them.…”