Palladium Schiff Base Complex–Modified Ti (MIL‐125) Metal–Organic Frameworks as an Efficient Catalyst for Asymmetric Suzuki Coupling Reactions

ABSTRACT This work presents the design, synthesis, and catalytic evaluation of a novel heterogeneous organometallic catalyst, fabricated through the immobilization of a palladium–Schiff base complex onto the amino‐functionalized titanium‐based metal–organic framework, NH 2 ‐MIL‐125. The resulting composite material was thoroughly characterized using a suite of analytical techniques, including FT‐IR, XRD, FE‐SEM, TGA, ICP‐OES, EDS, and BET surface area analysis, confirming the successful modification and preservation of the MOF architecture. The catalyst demonstrated exceptional performance in facilitating asymmetric Suzuki–Miyaura cross‐coupling reactions, proving to be both highly active and stereoselective. The enantiomeric excess (e.e.) of the produced axially chiral biaryls was quantified via high‐performance liquid chromatography (HPLC) employing chiral stationary phases. Remarkably, the catalyst afforded biaryl derivatives with excellent enantioselectivity, achieving values up to 95% e.e. These findings underscore the potential of this MOF‐based organopalladium nanocomposite as an efficient, reusable, and selective heterogeneous catalyst for the sustainable synthesis of valuable enantiomerically enriched biaryl compounds.

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Publication Details

Journal
Chirality
Published
2026-06-16
DOI
https://doi.org/10.1002/chir.70114
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
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article

Palladium Schiff Base Complex–Modified Ti (MIL‐125) Metal–Organic Frameworks as an Efficient Catalyst for Asymmetric Suzuki Coupling Reactions

Jamal Kouhdareh
Chirality
Axial and Atropisomeric Chirality Synthesis
article

Palladium Schiff Base Complex–Modified Ti (MIL‐125) Metal–Organic Frameworks as an Efficient Catalyst for Asymmetric Suzuki Coupling Reactions

Jamal Kouhdareh
article en

Abstract

ABSTRACT This work presents the design, synthesis, and catalytic evaluation of a novel heterogeneous organometallic catalyst, fabricated through the immobilization of a palladium–Schiff base complex onto the amino‐functionalized titanium‐based metal–organic framework, NH 2 ‐MIL‐125. The resulting composite material was thoroughly characterized using a suite of analytical techniques, including FT‐IR, XRD, FE‐SEM, TGA, ICP‐OES, EDS, and BET surface area analysis, confirming the successful modification and preservation of the MOF architecture. The catalyst demonstrated exceptional performance in facilitating asymmetric Suzuki–Miyaura cross‐coupling reactions, proving to be both highly active and stereoselective. The enantiomeric excess (e.e.) of the produced axially chiral biaryls was quantified via high‐performance liquid chromatography (HPLC) employing chiral stationary phases. Remarkably, the catalyst afforded biaryl derivatives with excellent enantioselectivity, achieving values up to 95% e.e. These findings underscore the potential of this MOF‐based organopalladium nanocomposite as an efficient, reusable, and selective heterogeneous catalyst for the sustainable synthesis of valuable enantiomerically enriched biaryl compounds.

ChiralityVol. 38(7)
Saveh University of Medical Sciences (IR)
Responsible consumption and production
Openalex Percentile: Top 12%
Axial and Atropisomeric Chirality Synthesis
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