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Sulfated zirconium oxide (SZO) catalyzes the hydrogenolysis of isotactic polypropylene (iPP, M=13.3 kDa, Đ=2.4, =94 %) or high-density polyethylene (HDPE, M=2.

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Triple C-H Activation/Annulation: In Situ Construction of Fluorescent Peptides.

Org Lett

December 2024

Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, Jiangsu, China.

Article Synopsis
  • Researchers developed a method using Rh(III) catalysts to create fluorescent peptides by activating C-H bonds in Phe-based peptides with alkynes.
  • The process showcases a wide range of substrates, efficient use of materials, and precision in target selection.
  • The resulting fluorescent compounds have strong emission properties and low toxicity, making them suitable for applications in biological studies, specifically targeting lysosomes and mitochondria in live cells.
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Oxydiazomethylation of Alkenes via Photoredox Catalysis.

Chemistry

November 2024

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, No. 381, Wushan Road, Tianhe district, Guangzhou, 510641, China.

α-Diazoesters belong to significantly important carbenoid precursors in synthetic chemistry. Diazomethylation-based difunctionalization of alkenes is highly valuable but remain nontrivial. Herein, we reported a general and modular approach for the direct 1,2-oxydiazomethylation of alkenes through visible-light photoredox catalysis.

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We report the photocatalytic oxidation of α-carbonyl radicals of amides or esters to the corresponding α-carbonyl carbocations through super photoreductant CBZ6 induced redox-neutral photocatalysis. The α-carbonyl radicals are formed by the β-addition of alkyl radicals generated in situ by the photocatalytic fragmentation of N-hydroxyphthalimide esters to the α,β-unsaturated amides and esters. This method enables the α-nucleophilic addition of hydroxyl or alkoxyl radicals to amides and esters without any prefunctionalization.

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Herein we report an electrochemical deconstructive functionalization approach for the synthesis of C(sp)-rich heterocycles. The reaction proceeds the mesolytic cleavage of anodically generated aromatic radical cations and the trapping of formed carbocation intermediates with internal nucleophiles. The method has been demonstrated across various arylalcohol substrates to access a diverse range of C(sp)-rich heterocycles including tetrahydrofuran, tetrahydropyran, and pyrrolidine scaffolds (26 examples).

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