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Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
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By replacing an α-hydrogen with a halogen, acid-catalyzed α-halogenation of aldehydes or ketones yields a monohalogenated product
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Mononuclear calcium complex as effective catalyst for alkenes hydrogenation.

Xianghui Shi1, Cuiping Hou, Lanxiao Zhao

  • 1State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, No. 5625, Renmin Street, Changchun 130022, China. jhcheng@ciac.ac.cn.

Chemical Communications (Cambridge, England)
|April 8, 2020
PubMed
Summary

A novel calcium hydrido complex effectively catalyzes alkene hydrogenation under mild conditions. This discovery offers a new pathway for efficient catalytic hydrogenation reactions using earth-abundant metals.

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Area of Science:

  • Organometallic Chemistry
  • Catalysis
  • Hydrogenation Reactions

Background:

  • Calcium complexes are increasingly explored as alternatives to precious metal catalysts.
  • Scorpionate ligands provide stability and unique coordination environments for metal centers.

Purpose of the Study:

  • To synthesize and characterize a mononuclear calcium hydrido complex.
  • To evaluate its catalytic activity in alkene hydrogenation.
  • To identify potential catalytic intermediates.

Main Methods:

  • Hydrogenolysis of a calcium benzyl complex to generate the hydrido species.
  • Catalytic hydrogenation experiments under varying conditions.
  • Isolation and structural characterization of reaction intermediates.

Main Results:

  • Synthesis of the mononuclear calcium hydrido complex [(TpAd,iPr)Ca(H)(THP)].
  • Demonstration of effective alkene hydrogenation catalysis at 40 °C and 10 atm H2 with 5 mol% catalyst loading.
  • Isolation and characterization of a proposed catalytic intermediate, a mononuclear calcium alkyl complex.

Conclusions:

  • The synthesized calcium hydrido complex is an active and efficient catalyst for alkene hydrogenation.
  • The study provides insights into the catalytic mechanism, including the identification of a key intermediate.
  • This work highlights the potential of earth-abundant calcium complexes in catalysis.