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学者姓名：李远明
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Abstract ：
This study presents an efficient method for synthesizing twisted benzo-extended [n]phenacenes ([n]BPs) featuring an electrochemical flow (e-flow) Scholl reaction of the corresponding [n]BP precursors from a one-pot three-component Suzuki-Miyaura coupling reaction. The e-flow Scholl reaction offers advantages such as reduced oxidant usage and overoxidation byproducts, and easy scale-up through extended electrolysis time toward these intricate polycyclic aromatic hydrocarbons. In addition, the increase in molecular length decreases the optical bandgap of [n]BPs and thus tunes their photophysical properties. This work provides a green and sustainable synthetic strategy for diverse [n]BPs and enables facile bandgap modulation through pi-conjugation extension, offering potential for organic semiconductor applications in optoelectronic devices.
Keyword ：
Continuous flow Continuous flow electrosynthesis electrosynthesis GNRs GNRs phenacene phenacene Scholl reaction Scholl reaction
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| GB/T 7714 | Wang, Qiang , Wang, Wei-Zhen , Zhang, Ruiying et al. Benzo-Extended [n]Phenacenes: e-Flow Synthesis and Length-Dependent Properties [J]. | JACS AU , 2025 , 5 (9) : 4281-4287 . |
| MLA | Wang, Qiang et al. "Benzo-Extended [n]Phenacenes: e-Flow Synthesis and Length-Dependent Properties" . | JACS AU 5 . 9 (2025) : 4281-4287 . |
| APA | Wang, Qiang , Wang, Wei-Zhen , Zhang, Ruiying , Zhai, Zi'ang , Chen, Xinyu , Li, Minggang et al. Benzo-Extended [n]Phenacenes: e-Flow Synthesis and Length-Dependent Properties . | JACS AU , 2025 , 5 (9) , 4281-4287 . |
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Incorporation of non-benzoid rings into cycloarylenes significantly alters their molecular geometry and optical behavior. Recently, we synthesized two ferrocene-doped cycloarylenes, (CpFe)3-1 and (CpFe)4-2. However, the {FeCp} moieties in these architectures limited their optical properties. In this work, we report a reductive Fe─Cp bond cleavage approach that enables the removal of {FeCp} moieties efficiently, yielding two anionic cycloarylenes, 13– and 24–. Single crystal X-ray diffraction analysis reveals different structure deformation between two charged species including molecular symmetry and π-conjugation. Comprehensive spectroscopic analyses and theoretical calculations demonstrate that both 13– and 24– exhibit steady emission at 560 and 587 nm, respectively, with noticeable high quantum yields (59.70% and 84.99%). 13– violates Kasha's rule via a rare mixed emission from S2→S0 and S1'→S0, whereas 24– adheres to the conventional S1'→S0 decay. Furthermore, both compounds exhibit thermally activated delayed fluorescence (TADF) as the first example observed in cycloarylenes, with lifetimes reaching the millisecond scale. This work establishes alkali-metal-mediated reductive cleavage as an effective strategy to break Fe─Cp bond and provides new insight into the photophysical behavior of charged molecular nanocarbons, paving the way for the rational design of functional molecular materials. © 2025 Wiley-VCH GmbH.
Keyword ：
Anionic cycloarylenes Anionic cycloarylenes Anti-Kasha emission Anti-Kasha emission Fe─Cp bond cleavage Fe─Cp bond cleavage Reductive cleavage Reductive cleavage TADF TADF
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| GB/T 7714 | Liang, J. , Zhu, L. , Li, Y. et al. Abnormal Anti-Kasha Emission and TADF in Anionic Cycloarylenes [J]. | Angewandte Chemie - International Edition , 2025 . |
| MLA | Liang, J. et al. "Abnormal Anti-Kasha Emission and TADF in Anionic Cycloarylenes" . | Angewandte Chemie - International Edition (2025) . |
| APA | Liang, J. , Zhu, L. , Li, Y. , Xu, G. , Han, H. , Zhou, Z. . Abnormal Anti-Kasha Emission and TADF in Anionic Cycloarylenes . | Angewandte Chemie - International Edition , 2025 . |
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The synthesis, characterization, and properties of phthalimide-fused phenanthrenone (PIP) and its dicyano derivative (PIPCN) are reported in this study. A three-step synthetic route was established for the preparation of PIP. Single-crystal X-ray diffraction revealed PIP's rigid pi-conjugated framework and significant intermolecular interactions. Systematic UV-vis absorption spectra and DFT calculations demonstrated that the dicyano group in PIPCN enhances intramolecular charge transfer effects, resulting in lower LUMO energy levels compared to classical imide units such as naphthalene diimide (NDI) and perylene diimide (PDI). Furthermore, Z-scan experiments highlighted PIPCN's pronounced third-order nonlinear optical properties. These findings demonstrate that PIP and PIPCN are promising candidates for applications in organic electronics and nonlinear optical materials.
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| GB/T 7714 | Chen, Songhua , Wei, Shengchen , Wu, Shuai et al. Synthesis, Characterization, and Properties of Phthalimide-Fused Phenanthrenone [J]. | ORGANIC LETTERS , 2025 , 27 (33) : 9265-9269 . |
| MLA | Chen, Songhua et al. "Synthesis, Characterization, and Properties of Phthalimide-Fused Phenanthrenone" . | ORGANIC LETTERS 27 . 33 (2025) : 9265-9269 . |
| APA | Chen, Songhua , Wei, Shengchen , Wu, Shuai , Shi, Dan , Zhu, Xiangzhao , Yang, Sha et al. Synthesis, Characterization, and Properties of Phthalimide-Fused Phenanthrenone . | ORGANIC LETTERS , 2025 , 27 (33) , 9265-9269 . |
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We present an approach for ortho C(sp2)-H acylation and intramolecular amination reactions, employing 4amino-benzotriazole (ABTA) as a bidentate directing group. This method is facilitated by a palladium catalyst in combination with iodobenzene diacetate. Our approach efficiently yields acetoxylation and intramolecular amination products from a variety of acylamide substrates, including arylcarboxamides and arylacetamides.
Keyword ：
4-Amino-benzotriazole 4-Amino-benzotriazole Acetoxylation Acetoxylation C-H activation C-H activation Intramolecular amination Intramolecular amination
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| GB/T 7714 | Wang, Zhuo , Li, Chengqian , Fan, Yupeng et al. 4-Aminobenzotriazole directed palladium-catalyzed C-H acetoxylation and intramolecular amination reaction [J]. | TETRAHEDRON , 2025 , 173 . |
| MLA | Wang, Zhuo et al. "4-Aminobenzotriazole directed palladium-catalyzed C-H acetoxylation and intramolecular amination reaction" . | TETRAHEDRON 173 (2025) . |
| APA | Wang, Zhuo , Li, Chengqian , Fan, Yupeng , Hu, Jianliang , Huang, Wangsheng , Li, Yuanming et al. 4-Aminobenzotriazole directed palladium-catalyzed C-H acetoxylation and intramolecular amination reaction . | TETRAHEDRON , 2025 , 173 . |
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Employing spirophenanthrenes and phenanthrenone as template arenes for annulative pi-extension (APEX), we synthesized a series of spiro-fused dibenzo[g,p]chrysenes (DBCs) in high yields. Experimental and theoretical investigations highlight the distinct advantages of spiro-DBCs, including characteristic fluorescence properties (412 nm) and enhanced thermal stability. This study provides insights into the electronic structure and potential applications of spiro-DBCs in organic functional materials.
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| GB/T 7714 | Song, Kanghui , Zhang, Yuying , Wu, Shuai et al. Spiro-fused dibenzo[g,p]chrysene: annulative π-extension (APEX) synthesis and properties [J]. | ORGANIC CHEMISTRY FRONTIERS , 2025 , 12 (7) : 2225-2231 . |
| MLA | Song, Kanghui et al. "Spiro-fused dibenzo[g,p]chrysene: annulative π-extension (APEX) synthesis and properties" . | ORGANIC CHEMISTRY FRONTIERS 12 . 7 (2025) : 2225-2231 . |
| APA | Song, Kanghui , Zhang, Yuying , Wu, Shuai , Yang, Sha , Wei, Shengchen , Chen, Songhua et al. Spiro-fused dibenzo[g,p]chrysene: annulative π-extension (APEX) synthesis and properties . | ORGANIC CHEMISTRY FRONTIERS , 2025 , 12 (7) , 2225-2231 . |
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Phenanthrenone 1 was synthesized via cyclization of 4,5-dibromo-9-fluorenone with diarylacetylenes, followed by selective reduction of the carbonyl group to yield hydroxyl derivative 2 and methylene derivative 3, alongside reference molecule 4. UV-vis absorption spectroscopy revealed that compound 3 exhibits a blueshift (lambda max = 257 nm) compared to compound 1 (lambda max = 264 nm) due to the disruption of conjugation by the methylene group, while compound 2 (lambda max = 267 nm) shows a redshift compared to compound 3, attributed to the electron-donating effect of the hydroxyl group. Single-molecule conductance measurements using the STM-BJ technique demonstrated a 2-fold difference between 1 (10-4.37 +/- 0.01G0) and 3 (10-4.67 +/- 0.01G0), attributed to the carbonyl group's ability to lower the HOMO-LUMO gap and enhance charge transport. Notably, cyclization at the 4,5-positions has a limited impact on conductance, as evidenced by the small differences between 1 (10-4.37 +/- 0.01G0), 2 (10-4.63 +/- 0.01G0), and 4 (10-4.50 +/- 0.01G0). These results indicate that functional group modifications and skeletal cyclization both influence the electronic properties of phenanthrenone derivatives, with functional group modifications playing a more noticeable role in modulating conductance. This work provides a framework for designing functional organic molecules with tailored electronic properties, advancing the development of next-generation nanoscale electronic devices.
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| GB/T 7714 | Shen, Shan-Shan , Xiao, Ya-Ting , Bai, Zhe-Hao et al. Synthesis, structure and electronic transport properties of phenanthrenone derivatives [J]. | NEW JOURNAL OF CHEMISTRY , 2025 , 49 (22) : 9177-9184 . |
| MLA | Shen, Shan-Shan et al. "Synthesis, structure and electronic transport properties of phenanthrenone derivatives" . | NEW JOURNAL OF CHEMISTRY 49 . 22 (2025) : 9177-9184 . |
| APA | Shen, Shan-Shan , Xiao, Ya-Ting , Bai, Zhe-Hao , Gan, Zi-Yang , Ding, Ye-Hao , Yan, Jian-Feng et al. Synthesis, structure and electronic transport properties of phenanthrenone derivatives . | NEW JOURNAL OF CHEMISTRY , 2025 , 49 (22) , 9177-9184 . |
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Polycyclic aromatic hydrocarbons (PAHs) have attracted significant interest in material chemistry, particularly if they own extremely low band gaps and magnetic properties. However, challenges remain regarding the synthetic accessibility and energy saturation issues. In this study, we introduce NR-11, which consists of eleven aromatic rings in its main conjugation and is separately doped with two electron-rich nitrogen atoms. This unique structure imparts intriguing oxidation characteristics to NR-11. The cationic radical NR-11+⋅ exhibits enhanced stability and demonstrates strong absorption in the range of 1250 nm to 3000 nm, peaking at 2570 nm. As a result, the optical energy gap of NR-11+⋅ is one of the lowest reported to date. Additionally, X-ray crystal structure analysis reveals that NR-11+⋅ displays unusual symmetry-broken charge separation. For the dication, variable-temperature NMR and variable-temperature EPR studies indicate that NR-112+ exhibits a high diradical character with a ▵ES-T of approximately −1 kcal/mol. Additionally, its spins are polarized at two ends of the PAH. Meanwhile, its strong absorption in the near-infrared II region suggests promise in photoacoustic (PA) conversion applications. This work underscores the significance of cationic species of extended long PAHs, highlighting their exceptional properties and potential applications. © 2025 Wiley-VCH GmbH.
Keyword ：
Alkylation Alkylation Aromatization Aromatization Charge transfer Charge transfer Crystal atomic structure Crystal atomic structure Crystal symmetry Crystal symmetry Electron spin resonance spectroscopy Electron spin resonance spectroscopy Polycyclic aromatic hydrocarbons Polycyclic aromatic hydrocarbons
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| GB/T 7714 | Huang, Yanxia , Zhou, Laiyun , Zhang, Ruiying et al. Cationic Magnetically Active Nitrogen-Doped Polycyclic Aromatic Hydrocarbon with Record Low Band Gap [J]. | Angewandte Chemie - International Edition , 2025 , 64 (13) . |
| MLA | Huang, Yanxia et al. "Cationic Magnetically Active Nitrogen-Doped Polycyclic Aromatic Hydrocarbon with Record Low Band Gap" . | Angewandte Chemie - International Edition 64 . 13 (2025) . |
| APA | Huang, Yanxia , Zhou, Laiyun , Zhang, Ruiying , Ding, Yeda , Shi, Dan , Zhu, Lingyun et al. Cationic Magnetically Active Nitrogen-Doped Polycyclic Aromatic Hydrocarbon with Record Low Band Gap . | Angewandte Chemie - International Edition , 2025 , 64 (13) . |
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Ferrocene, known for its 'sandwich' structure and Fenton catalytic activity for tumor treatment, its twodimensional (2D) self-assembly has not yet been exploited for therapeutic applications. Perfluorocarbons (PFCs) can carry and transport oxygen to alleviate tumor hypoxia. Nevertheless, designing ferrocene derivatives with PFC chains to alleviate tumor hypoxia and improve cancer treatment remains a challenge. Here, we first synthesized ferrocene derivatives with different PFC chains (nF-Fc, n = 5, 9, 13) by conjugating perfluorocarbonic acids with 2-(ferrocenylethynyl)aniline (Fc). These derivatives were able to self-assemble into 2D nanosheets, with hydrated particle size decreasing as the chain length increased. The chain lengths also influenced the oxygen-carrying capacity, iron release capacity, and glutathione consumption capacity, all of which impacted their ability to alleviate tumor hypoxia, produce intracellular reactive oxygen species, and enhance chemodynamic therapeutic efficacy. Notably, PFC incorporation altered the mechanism of induced cell death. By elucidating the effects of ferrocene derivatives with different PFC chains on the hypoxic tumor microenvironment (TME) and their therapeutic efficacy, this research advances the development of ferrocene-based 2D materials for cancer treatment and offers a novel approach to optimize compound structures better regulation of the hypoxic TME, ultimately improving therapeutic outcomes.
Keyword ：
Anti-tumor Anti-tumor Ferrocene derivatives Ferrocene derivatives Perfluorocarbon chains Perfluorocarbon chains Tumor hypoxia Tumor hypoxia Two-dimensional nanosheets Two-dimensional nanosheets
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| GB/T 7714 | Wang, Ya , Tan, Ding , Zheng, Fangying et al. Oxygen self-supplying perfluorocarbon-functionalized ferrocene nanosheets for enhanced cancer chemodynamic therapy [J]. | MATERIALS TODAY CHEMISTRY , 2025 , 45 . |
| MLA | Wang, Ya et al. "Oxygen self-supplying perfluorocarbon-functionalized ferrocene nanosheets for enhanced cancer chemodynamic therapy" . | MATERIALS TODAY CHEMISTRY 45 (2025) . |
| APA | Wang, Ya , Tan, Ding , Zheng, Fangying , Sun, Xianbin , Li, Xudong , Zheng, Yilin et al. Oxygen self-supplying perfluorocarbon-functionalized ferrocene nanosheets for enhanced cancer chemodynamic therapy . | MATERIALS TODAY CHEMISTRY , 2025 , 45 . |
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Efficient synthetic methods are urgently needed to produce graphene nanoribbons (GNRs) with diverse structures and functions. Precise control over the topological edges of GNRs is also crucial for achieving diverse molecular topologies and desirable electro-optical properties. This study demonstrates a highly efficient "shotgun" synthesis of thiophene-backbone arcuate GNRs, offering a significant advantage over tedious iterative synthesis. This method utilizes a one-pot, three component Suzuki-Miyaura coupling for the precursor, followed by a Scholl reaction for cyclization. The resulting arcuate GNRs have sulfur atoms embedded in the carbon backbone with a combined armchair, cove, and fjord edge structure. This multi-edge architecture is further modified by high-yield oxidation of the electron-rich sulfur atoms to electron-deficient sulfones, enabling precise regulation of the GNRs' electronic properties. These arcuate GNRs with diverse edge structures, heteroatom doping and precise lengths open exciting avenues for their application in optoelectronic devices.
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| GB/T 7714 | Zhang, Ruiying , Chen, Xinyu , Zhu, Lingyun et al. Thiophene-backbone arcuate graphene nanoribbons: shotgun synthesis and length dependent properties [J]. | CHEMICAL SCIENCE , 2025 , 16 (17) : 7366-7373 . |
| MLA | Zhang, Ruiying et al. "Thiophene-backbone arcuate graphene nanoribbons: shotgun synthesis and length dependent properties" . | CHEMICAL SCIENCE 16 . 17 (2025) : 7366-7373 . |
| APA | Zhang, Ruiying , Chen, Xinyu , Zhu, Lingyun , Huang, Yanxia , Zhai, Zi'ang , Wang, Qiang et al. Thiophene-backbone arcuate graphene nanoribbons: shotgun synthesis and length dependent properties . | CHEMICAL SCIENCE , 2025 , 16 (17) , 7366-7373 . |
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The synthesis and characterization of cross-shaped π-extended dibenzo[e,l]pyrene derivatives with combined fjord and armchair edge structures were reported. The target molecules were synthesized via Yamamoto coupling and Scholl reactions, and their structures were fully characterized by nuclear magnetic resonance (NMR), high-resolution mass spectrometry (HR-MS), and single-crystal X-ray diffraction. Photophysical studies revealed a significant redshift in absorption and emission spectra compared to the parent dibenzo[e,l]pyrene, attributed to the extended π-conjugation system. Density functional theory (DFT) calculations provided insights into the molecular orbital distribution and reduced bandgap resulting from the elongated conjugation pathway. This work offers a versatile synthetic strategy for polycyclic aromatic hydrocarbons with tailored edge topologies and paves the way for their potential applications in optoelectronic materials. © 2025 Wiley-VHCA AG, Zurich, Switzerland.
Keyword ：
Aromatization Aromatization Density functional theory Density functional theory Emission spectroscopy Emission spectroscopy Mass spectrometry Mass spectrometry Molecular orbitals Molecular orbitals Molecules Molecules Nuclear magnetic resonance Nuclear magnetic resonance Pyrene Pyrene Single crystals Single crystals Synthesis (chemical) Synthesis (chemical) X ray diffraction X ray diffraction
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| GB/T 7714 | Huang, Junkai , Zhu, Lingyun , Wang, Taosong et al. Synthesis and Properties of Cross-Shaped Polycyclic Aromatic Hydrocarbons [J]. | Helvetica Chimica Acta , 2025 , 108 (8) . |
| MLA | Huang, Junkai et al. "Synthesis and Properties of Cross-Shaped Polycyclic Aromatic Hydrocarbons" . | Helvetica Chimica Acta 108 . 8 (2025) . |
| APA | Huang, Junkai , Zhu, Lingyun , Wang, Taosong , Zhang, Ruiying , Huang, Yanxia , Zhai, Zi'ang et al. Synthesis and Properties of Cross-Shaped Polycyclic Aromatic Hydrocarbons . | Helvetica Chimica Acta , 2025 , 108 (8) . |
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