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4-溴苯胺
C-Journal of Carbon Research · 2024 ·Vol. 10 ·期 3 ·62 · IF 3.9

Photocatalytic N-Formylation of CO2 with Amines Catalyzed by Diethyltriamine Pentaacetic Acid

Xuexin Yuan,Qiqi Zhou,Yu Chen,Hai-Jian Yang,Qingqing Jiang,Juncheng Hu,Cun-Yue Guo

In the present work, inexpensive and commercially available diethyltriamine pentaacetic acid (DTPA) was used as an initiator to catalyze the N-formylation reaction of CO2with amines via the construction of C-N bonds in the presence of xanthone as the photosensitizer and PhSiH3as the reducing agent. After a systematic study of various factors, the optimal conditions for the photocatalytic reaction were obtained: 2.5 mmol of amine, 2.5 mmol of PhSiH3, 10 mol% of DTPA, 20 mol% of xanthone, 1 mL of dimethylsulfoxide (DMSO), atmospheric pressure, and 35 W UV lamp irradiation for 48 h. Under the optimal conditions, the catalyst system afforded high performance for the N-formylation of amines (primary and secondary amines) and CO2, and the yields of the N-formylated products of dialkylamines were above 70%. Further studies exhibit that the catalytic system has a wide scope of substrate applications. For various alicyclic secondary amines, heterocyclic secondary amines, aliphatic primary amines, and aromatic primary amines, the corresponding N-formylation products can be obtained efficiently. In addition, the catalyst can be recycled by simple precipitation and filtration. After five cycles of recycling, there was no significant change in the catalytic and structural properties of DTPA. Finally, a possible reaction mechanism is proposed.

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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2024 · IF 4.3

The controllable synthesis of multi-color carbon quantum dots modified by polythiophene and their application in fluorescence detection of Au3+ and Hg2+

Jianing Li,Dongkui Zhang,Jiangbin Xia

Herein, hydrothermal method was used to prepare a series of multi-color polythiophene modified carbon quantum dots. Under UV excitation, fluorescence their maximum emission wavelengths appear at 612 nm, 570 nm, and 540 nm respectively. The prepared CD-BTH and CD-BN can have specific detection of Au 3+ and Hg 2+ through fluorescence quenching effect. The detection limits for Au 3+ are 3 nM and 5.4 nM respectively, and for Hg 2+ are 23 nM and 90 nM respectively. CD-KN detects Au 3+ specifically through fluorescence resonance, with a detection limit of 33 nM. Under the interference of other metal ions, three types of polythiophene modified quantum carbon dots exhibit excellent selectivity for the responsive ions. Meanwhile, this article also elucidates the law that as the electron withdrawing ability of the side chains of polythiophene derivatives increasing, the fluorescence emission peaks of the prepared polythiophene modified carbon dots shifts red and the fluorescence quantum yield is higher.

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JOURNAL OF MOLECULAR STRUCTURE · 2025 · IF 4.7

The Polymorphism of Salicylideneanilines Derivatives with Different Halo-substitution

Zaixiang Zhang,Xin Li,Yang Yang,Deyin Wang,Ying Song,Feng Feng

In order to study the polymorphism of derivatives with different halogen substitutions, four halogen analogs of N-(5′-halosalicylidene)-4-haloaniline (5XY) were prepared. In addition to the 5CC, the other three derivatives were found to exhibit polymorphs with similar color and morphology. The crystal structures were determined, and four derivatives in the same forms showed similar molecular conformation, molecular packing in the unit cell and intermolecular contacts. According to thermal analysis, three derivatives (5CB, 5BC, and 5BB) exhibited a solid-state phase transition from orange to yellow form upon heating, and the transformation was successfully monitored using microscopy and FTIR, whereas the two forms of 5CC could stay stable for a long time, even when heated. Similar phase transition phenomena were observed in solution studies. The research elucidates that polymorphism of derivatives with the same type substituents is very similar.

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JOURNAL OF HAZARDOUS MATERIALS · 2025 · IF 11.3

New insights into the role of electron shuttles in enhancing permanganate oxidation for the removal of aniline compounds: Free radicals and intermediate manganese

Wen Qin,Chengyuan Zheng,Haoming Qin,Yang Song,Yang Zhou,Jin Jiang,Jun Ma

Permanganate/electron shuttle systems for the enhanced transformation of anilines were evaluated. The presence of electron shuttles (2,2’-azino-bis(3-ethylbenzothiazoline)-6-sulfonate (ABTS), 1-hydroxybenzotriazole (HBT) and catechol (CAT) accelerated the oxidative transformation of aniline by Mn(VII). In the Mn(VII)/ABTS process, ABTS •+ was partially consumed through fragmentation or polymerization with aniline, while the second-order rate constants ( k app 2 , M −1 s −1 ) of the interaction of ABTS •+ with aniline rose from 86.57 to 140.04 M −1 s −1 with increase in pH from 5 to 8. In the Mn(VII)/HBT system, aniline removal was markedly enhanced under acidic conditions due to the formation of polymerized products via radical cations (HBT • ). Furthermore, the oxidative transformation of aniline (82.5 %) by Mn(VII)/CAT was significantly higher than that by Mn(VII) (65.2 %) because of Michael addition reaction of aniline and ortho-benzoquinone (o-BQ). Moreover, the formation of Mn(III) was confirmed by the overall oxidation state (3.13) and the X-ray Photoelectron Spectroscopy (XPS) spectra of the Mn products in the CAT/Mn(VII) process, revealing a synergistic mechanism between o-BQ and Mn(III) for enhanced aniline degradation.

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Journal of Materials Chemistry B · 2024 · IF 6.1

Simultaneous Binding of Carboxyl and Amino Groups to Eutectic Gallium-Indium Nanoparticle Surface Toward Biosensing

Zhiheng Zhang,Hongchen Chen,Weize Diao,Chuangxin Zhou,Guozhen Liu

Eutectic gallium indium (EGaIn) nanoparticles can be modified with aniline derivatives to introduce versatile functional groups toward bioapplications beyond materials science. The p-aminobenzoic acid (PABA) modified EGaIn (EGaIn-PABA) demonstrated high wettability with the presence of carboxyl groups, but the priority of carboxyl and amino groups binding on EGaIn surface remains unclear. To study the binding nature of PABA to EGaIn, the anti-mouse IgG antibody labeled with fluorescein isothiocyanate (FITC) (IgG-FITC) was covalently modified to EGaIn-PABA to verify the presence of terminal carboxyl groups on EGaIn surface. The binding of gold nanoparticles (AuNPs) to EGaIn-PABA nanoparticles suggested the presence of terminal amino groups on EGaIn surface. Then, taking advantage of the reductive nature of amino groups, the Almar blue fluorescence experiment was designed to determine the co-existence of carboxyl and amino groups on the EGaIn-PABA surface with the approximate ratio of 3:7, suggesting carboxyl groups had a higher probability of binding with the EGaIn surface than that of amino groups. Then, an aptasensor was fabricated on the EGaIn-PABA surface with AuNPs for electrochemical detection of interleukin-6 with a sensitivity of 1 pg/mL.

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ACS Catalysis · 2024 · IF 11.3

Unveiling Plasmon-Induced Suzuki–Miyaura Reactions on Silver Nanoparticles via Raman Spectroscopy

Yunjia Wei,Dexiang Chen,Xingce Fan,Xiao Tang,Lei Yao,Xing Zhao,Qiang Li,Jiawei Wang,Teng Qiu,Qi Hao

The Suzuki–Miyaura coupling reaction is an efficient organic method for synthesizing biphenyl products. However, its conventional reliance on toxic soluble organometallic palladium catalysts or expensive palladium nanoparticles, along with the need for elevated temperatures and prolonged reaction times, presents a significant challenge. Herein, we demonstrate a palladium-free approach using plasmonic silver nanoparticles that enables the Suzuki–Miyaura coupling reaction to proceed at room temperature under visible light. Utilizing the surface-enhanced Raman scattering characteristics of silver, we conducted dynamic self-monitoring of the reaction. Our findings reveal that this plasmon-induced Suzuki–Miyaura coupling reaction fundamentally operates as a heterogeneous reaction involving coupling between radicals, distinct from conventional palladium-based reactions. Moreover, the cleavage of C–Cl and C–B bonds, fundamental prerequisite to the coupling, is driven by plasmonic hot electrons and plasmon-induced reactive oxygen species, respectively. These findings not only provide insights into the design and regulation of plasmonic catalysts but also enhance theoretical understanding of the Suzuki–Miyaura reaction in a broader context.

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