Recent advances in the selective semi-hydrogenation of alkyne to (<i>E</i>)-olefins

Sk, Motahar; Haldar, Shuvojit; Bera, Sourajit; Banerjee, Debasis

doi:10.1039/d3cc05395d

Chem. Commun.

2024

DOI: 10.1039/d3cc05395d

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Recent advances in the selective semi-hydrogenation of alkyne to (E)-olefins

Motahar Sk,

Shuvojit Haldar,

Sourajit Bera

et al.

Abstract: Considering potential importance and upsurge demand, semi-hydrogenation of alkynes to (E)-selective olefins attracted significant interest. This article highlighted the recent advances on newer technologies and important methodologies directed to (E)-olefins...

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Cited by 4 publications

References 79 publications

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Mesoporous Palladium Catalyst for Efficient Electrochemical Semi‐Hydrogenation of Alkynes

Jia,

Sun,

Yang

et al. 2024

Advanced Sustainable Systems

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Developing robust electrocatalysts for efficient semi‐hydrogenation of alkynes to markedly important alkenes is highly desirable in both research and industry areas. In this work, it is reported that robust palladium mesoporous nanospheres (Pd MSs) with electron‐rich active sites perform perfectly as cathode electrocatalyst for electrochemical semi‐hydrogenation of alkynes in water. In comparison to its counterparts, Pd MSs hold remarkable conversion (97%), superior selectivity (98%), good operation stability in selective semi‐hydrogenation of p‐aminophenylene. High performance is assigned to electron‐rich Pd sites within mesopores that not only favor the formation of active H* but also accelerate the desorption of p‐aminostyrene. Meanwhile, Pd MSs are also highly efficient in selective semi‐hydrogenation of various terminal alkynes with different substituents. It is thus expected that robust Pd MSs can be demonstrated as an alternative catalyst design paradigm for other electrochemical hydrogenation reactions.

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Mesoporous Palladium Catalyst for Efficient Electrochemical Semi‐Hydrogenation of Alkynes

Jia,

Sun,

Yang

et al. 2024

Advanced Sustainable Systems

View full text Add to dashboard Cite

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Modulating the Aggregation States of a Pd₆L₄ Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

Wei,

Jing,

Zhao

et al. 2024

Angewandte Chemie

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An enzyme‐mimicking catalytic system has been established using a singular palladium‐based octahedral cage as the supramolecular reactor, deftly unlocking off‐on‐off selectivity in the semi‐hydrogenation of alkynes. Water serves as a critical regulator, modulating the catalyst states, reaction rates, and endpoints. The choice of solvent system influences the activity of host‐guest binding and the reaction types of homogeneous and heterogeneous catalysis, effectively modifying the reaction steps involved in the Z→E isomerization during the semi‐hydrogenation of alkynes. Kinetic and inhibition experiments indicate that the catalyst mimics the binding and activation characteristics of enzymes towards substrates, enabling selective transformations within the confined enzyme‐mimicking environment. The utility of this switchable cage‐confined catalysis has been demonstrated in the synthesis and modification of complex biologically active molecules with controllable E/Z selectivity. This work sheds light on the design and control of artificial supramolecular counterparts of enzymes, offering fundamental insights into the factors influencing the activity and catalytic selectivity of biological macromolecules.

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Modulating the Aggregation States of a Pd₆L₄ Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

Wei,

Jing,

Zhao

et al. 2024

Angew Chem Int Ed

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Recent advances in the selective semi-hydrogenation of alkyne to (E)-olefins

Abstract: Considering potential importance and upsurge demand, semi-hydrogenation of alkynes to (E)-selective olefins attracted significant interest. This article highlighted the recent advances on newer technologies and important methodologies directed to (E)-olefins...

Cited by 4 publications

References 79 publications

Mesoporous Palladium Catalyst for Efficient Electrochemical Semi‐Hydrogenation of Alkynes

Mesoporous Palladium Catalyst for Efficient Electrochemical Semi‐Hydrogenation of Alkynes

Modulating the Aggregation States of a Pd₆L₄ Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

Modulating the Aggregation States of a Pd₆L₄ Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

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Recent advances in the selective semi-hydrogenation of alkyne to (E)-olefins

Abstract: Considering potential importance and upsurge demand, semi-hydrogenation of alkynes to (E)-selective olefins attracted significant interest. This article highlighted the recent advances on newer technologies and important methodologies directed to (E)-olefins...

Cited by 4 publications

References 79 publications

Mesoporous Palladium Catalyst for Efficient Electrochemical Semi‐Hydrogenation of Alkynes

Mesoporous Palladium Catalyst for Efficient Electrochemical Semi‐Hydrogenation of Alkynes

Modulating the Aggregation States of a Pd6L4 Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

Modulating the Aggregation States of a Pd6L4 Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

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Resources

About

Modulating the Aggregation States of a Pd₆L₄ Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes

Modulating the Aggregation States of a Pd₆L₄ Cage for Selectivity Flipping during the Stereo‐Divergent Semi‐Hydrogenation of Alkynes