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Updated: Jun 18, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Published on: July 30, 2017

Palladium Schiff Base Complex-Modified Ti (MIL-125) Metal-Organic Frameworks as an Efficient Catalyst for Asymmetric

Jamal Kouhdareh¹

¹Dynamic Chemical Complex Frosat Tadbir, Kaveh Industrial City and Special Economic Zone, Saveh, Iran.

|June 17, 2026

Summary

A new palladium-Schiff base catalyst immobilized on NH2-MIL-125 efficiently synthesizes chiral biaryls. This reusable heterogeneous catalyst achieves high activity and selectivity, up to 95% enantiomeric excess, in Suzuki-Miyaura cross-coupling reactions.

Area of Science:

Organometallic Chemistry
Materials Science
Catalysis

Background:

Metal-organic frameworks (MOFs) offer tunable properties for catalysis.
Immobilizing active species onto MOFs enhances catalyst stability and recyclability.
Palladium-Schiff base complexes are effective catalysts for cross-coupling reactions.

Purpose of the Study:

To design and synthesize a novel heterogeneous organometallic catalyst.
To evaluate the catalytic performance of the immobilized palladium-Schiff base complex in asymmetric Suzuki-Miyaura cross-coupling reactions.
To assess the catalyst's activity, selectivity, and reusability.

Main Methods:

Synthesis of a palladium-Schiff base complex immobilized on amino-functionalized NH2-MIL-125.
Characterization using FT-IR, XRD, FE-SEM, TGA, ICP-OES, EDS, and BET analysis.
Asymmetric Suzuki-Miyaura cross-coupling reactions followed by chiral HPLC analysis for enantiomeric excess determination.

Main Results:

The NH2-MIL-125 supported palladium-Schiff base catalyst was successfully synthesized and characterized.
The heterogeneous catalyst exhibited high activity and excellent stereoselectivity in asymmetric Suzuki-Miyaura cross-coupling reactions.
Enantiomeric excess (e.e.) values up to 95% were achieved for the synthesized axially chiral biaryl compounds.

Conclusions:

The MOF-based organopalladium nanocomposite is an efficient, reusable, and selective heterogeneous catalyst.
This catalyst enables the sustainable synthesis of valuable enantiomerically enriched biaryl compounds.
The study highlights the potential of functionalized MOFs as supports for advanced catalytic applications.

Keywords:

NH2‐MIL‐125 axial chirality metal–organic frameworks (MOFs)nanocatalyst post‐synthetic

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