Application of chiral recyclable catalysts in asymmetric catalysis

Han, GuiPing; Ren, WenQi; Zhang, ShengYong; Zuo, ZhenYu; He, Wei

doi:10.1039/d4ra01050g

Cited by 3 publications

References 133 publications

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Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis

Wang,

Wang

et al. 2024

Advanced Science

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Utilizing ultrathin 2D metal–organic framework nanosheets (2D MONs) as supports for incorporating chiral catalysts represents a highly promising avenue in the field of asymmetric catalysis. In this study, four pairs of isostructural chiral metal–organic layers (MOLs) adorned with N‐Heterocyclic carbene (NHC) groups are successfully synthesized. Notably, the obtained bulky (S)‐1‐Zn crystals can be readily delaminated into ultrathin MONs consisting of 1–2 layers through an ion intercalation‐assisted exfoliation process. Subsequent asymmetric catalysis studies revealed that the NHC sites can be effectively activated by a proton sponge while maintaining structural integrity for the subsequent benzoin condensation. Due to their well‐exposed catalytic sites, ultrathin morphology, and porous structure, the (S)‐1‐Zn nanosheets exhibited significantly enhanced yield and enantioselectivity compared to their bulk counterparts and organic precursors. This research highlights an efficient strategy for incorporating chiral NHC species onto 2D MONs, thereby unlocking their immense potential for heterogeneous asymmetric catalysis.

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Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis

Wang,

Wang

et al. 2024

Advanced Science

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Development of anticancer and antidiabetic polyhydroquinoline derivatives by solvent-free heterocyclization

Patil,

Mane,

Mohite

et al. 2024

J Nanopart Res

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Sustainable development of anticancer and antidiabetic derivatives by solvent-free heterocyclization

Patil,

Mane,

Mohite

et al. 2024

Preprint

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Herein we have developed a heterogeneous catalyst for synthesizing various anticancer and antidiabetic derivatives via heterocyclic synthesis under solvent-free conditions at mild temperatures. This approach eliminates the need for complex cleanup or column chromatography, thus minimizing waste production. Moreover, the catalyst can be recovered and reused up to multiple times without compromising product yields, demonstrating its sustainability and environmental friendliness. Additionally, we evaluated each synthetic derivative for anticancer and antidiabetic activities. Initial assays revealed that certain derivatives exhibit promising inhibition against human breast cancer cells (MCF7), suggesting their potential as lead structures for future anticancer agents. Furthermore, the synthesized derivatives were assessed for antidiabetic activity, showing superior efficacy. Notably, derivatives containing –H, –CH3, and –OCH3 substituents demonstrated excellent anticancer activity compared to 5-fluorouracil (5-FU), while derivatives containing –H and –Br substituents showed notable antidiabetic activities over acarbose, highlighting their therapeutic potential. Thus, our study presents a highly effective and sustainable approach for synthesizing polyhydroquinoline derivatives, emphasizing the catalyst's dual benefits in organic synthesis and medicinal chemistry applications.

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Application of chiral recyclable catalysts in asymmetric catalysis

Abstract: Chiral drugs hold a significant position within the contemporary pharmaceutical market, and the chiral catalysts play a crucial role in their synthesis.

Cited by 3 publications

References 133 publications

Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis

Synthesis of Homochiral N‐Heterocyclic Carbene‐Based Nanosheets for Enhanced Asymmetric Catalysis

Development of anticancer and antidiabetic polyhydroquinoline derivatives by solvent-free heterocyclization

Sustainable development of anticancer and antidiabetic derivatives by solvent-free heterocyclization

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