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Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

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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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Heterogeneous catalysis involves a catalyst in a different phase from the reactants. It is a process where the catalyst and the reactants are in distinct phases, typically solid and gas or liquid.Most heterogeneous catalysts are metals, metal oxides, or acids. The list includes transition metals like iron (Fe), cobalt (Co), nickel (Ni), palladium (Pd), platinum (Pt), chromium (Cr), manganese (Mn), tungsten (W), silver (Ag), and copper (Cu). These metals possess partially vacant d orbitals that...

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Updated: May 31, 2026

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks (MOFs)

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks (MOFs)

Published on: January 17, 2020

A chiral metal-organic framework for sequential asymmetric catalysis.

Feijie Song¹, Cheng Wang, Wenbin Lin

¹Department of Chemistry, CB#3290, University of North Carolina, Chapel Hill, NC 27599, USA.

Chemical Communications (Cambridge, England)

|June 23, 2011

Summary

A chiral metal-organic framework (MOF) was synthesized for selective chemical reactions. This new MOF enables highly precise sequential alkene epoxidation and epoxide ring-opening processes.

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Area of Science:

Materials Science
Organic Chemistry
Catalysis

Background:

Chiral metal-organic frameworks (MOFs) are crucial in asymmetric synthesis.
Developing novel MOFs with specific topologies and functionalities is an active research area.
Sequential reactions offer efficient pathways for complex molecule synthesis.

Purpose of the Study:

To construct a novel chiral metal-organic framework (MOF) with an lcy topology.
To utilize the synthesized MOF for sequential alkene epoxidation and epoxide ring-opening reactions.
To achieve high regio- and stereo-selectivity in these sequential transformations.

Main Methods:

Synthesis of a chiral MOF using a Mn-Salen derived dicarboxylic acid and a [Zn(4)(μ(4)-O)(O(2)CR)(6)] secondary building unit.
Characterization of the MOF's structure and properties.
Application of the MOF as a catalyst in sequential alkene epoxidation and epoxide ring-opening reactions.

Main Results:

Successful construction of a chiral MOF with the lcy topology.
Demonstration of the MOF's capability to catalyze sequential alkene epoxidation and epoxide ring-opening reactions.
Achieved high regio- and stereo-selectivity in the sequential catalytic process.

Conclusions:

The constructed chiral MOF is an effective catalyst for sequential organic transformations.
The MOF facilitates highly selective alkene epoxidation and subsequent epoxide ring-opening.
This work expands the application of chiral MOFs in complex chemical synthesis.