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噻吩主链弧形石墨烯纳米带:散弹枪合成法及长度依赖性性质

Thiophene-backbone arcuate graphene nanoribbons: shotgun synthesis and length dependent properties.

作者信息

Zhang Ruiying, Chen Xinyu, Zhu Lingyun, Huang Yanxia, Zhai Zi'ang, Wang Qiang, Wang Lingding, Wang Taosong, Wang Wei-Zhen, Ye Ke-Yin, Li Yuanming

机构信息

Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University Fuzhou Fujian 350108 China

State Key Laboratory of Elemento-Organic Chemistry, Nankai University Tianjin 300071 China.

出版信息

Chem Sci. 2025 Mar 19;16(17):7366-7373. doi: 10.1039/d4sc08353a. eCollection 2025 Apr 30.

Abstract

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.

摘要

迫切需要高效的合成方法来制备具有多样结构和功能的石墨烯纳米带(GNRs)。精确控制GNRs的拓扑边缘对于实现多样的分子拓扑结构和理想的光电性能也至关重要。本研究展示了一种高效的噻吩主链弧形GNRs的“散弹枪”合成方法,与繁琐的迭代合成相比具有显著优势。该方法利用一锅三组分铃木-宫浦偶联反应制备前体,随后通过肖尔反应进行环化。所得的弧形GNRs在碳主链中嵌入了硫原子,具有扶手椅型、海湾型和峡湾型边缘结构的组合。这种多边缘结构通过将富电子的硫原子高产率氧化为缺电子的砜进一步修饰,从而能够精确调控GNRs的电子性质。这些具有多样边缘结构、杂原子掺杂和精确长度的弧形GNRs为其在光电器件中的应用开辟了令人兴奋的途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f622/12042920/d07c594f8b8e/d4sc08353a-f1.jpg

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