Abstract

Na2[Ir(cod)(emim)(mtppts)] (1) with high catalytic activity in various organic- and aqueous-phase hydrogenation reactions was immobilized on several types of commercially available ion-exchange supports. The resulting heterogeneous catalyst was investigated in batch reactions and in an H-Cube flow reactor in the hydrogenation of phenylacetylene, diphenylacetylene, 1-hexyne, and benzylideneacetone. Under proper conditions, the catalyst was highly selective in the hydrogenation of alkynes to alkenes, and demonstrated excellent selectivity in C=C over C=O hydrogenation; furthermore, it displayed remarkable stability. Activity of 1 in hydrogenation of levulinic acid to γ-valerolactone was also assessed.

Highlights

  • Introduction for Hydrogenation Reactions underIn 2013, the production of 25% of pharmaceutical drugs on the market required at least one hydrogenation step [1]

  • Na2 [Ir(cod)(emim)(mtppts)], an excellent iridium-NHC-phosphine type hydrogenation catalyst was found to be suitable for anchoring on various types of anion-exchange supports; the process is efficient and inexpensive

  • Hydrogenation of diphenylacetylene yielded cis-stilbene with 82% selectivity; diphenylethane, the fully hydrogenated product was completely absent from the reaction mixtures

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Summary

Introduction

Introduction for Hydrogenation Reactions underIn 2013, the production of 25% of pharmaceutical drugs on the market required at least one hydrogenation step [1]. Homogeneous hydrogenation catalysts are extremely versatile, remarkably selective, and active even under mild conditions [5,6,7]. Despite their many advantages, only a limited number of homogeneous catalysts have been successfully commercialized. This is mostly due to the fact that separation of the catalysts from the products poses obvious difficulties in the case of soluble catalysts. For this reason, there has been a renewal of activity in the research of recyclable and robust heterogenized catalysts [8]

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