| 罗勇波,程格.化学通报,2026,89(1):89-97. |
| 树形聚苯纳米石墨烯前驱体的设计与合成 |
| Design and Synthesis of Nanographene Precursors based on Polyphenylene Dendrimers |
| 投稿时间：2025-07-01 修订日期：2025-08-21 |
| DOI： |
| 中文关键词: 纳米石墨烯前驱体 六苯并蒄 六苯基苯 1,3-二苯乙炔基苯 |
| 英文关键词:Nanographene precursor, hexa-peri-hexabenzocoronene,hexaphenylbenzene, 1,3-bis(phenylethynyl)benzene,2,3,4,5-tetraphenylcyclopenta-2,4-dien-1-one, 1,2-diphenylethyne, Diels-Alder cycloaddition, Polyphenylene dendrimer |
| 基金项目:台州市科技计划项目(24gyb26)和浙江省高职教育“十四五”第二批教学改革项目(jg20240401)资助 |
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| 中文摘要: |
| 以1,3,5-三溴苯1和1,3,5-三(4-溴苯基)苯2为核心分子,“超苯”六苯并蒄HBC的前驱体六苯基苯HBP和1,3-间位相连的HBP二聚体m-Di-HBP为分子外围的结构单元,采用过渡金属钯催化的Sonogashira炔-卤偶联、Suzuki 芳基偶联和Diels-Alder环加成反应构筑了分子几何形状呈三叶形的树形聚苯Dendrimer I~IV纳米石墨烯前驱体； Dendrimer I~IV可溶二氯甲烷、三氯甲烷、甲苯和四氢呋喃等有机溶剂,采用核磁共振光谱(1H/13C NMR)、凝胶渗透色谱(GPC)和基质辅助激光解吸电离飞行时间质谱(MALDI-TOF-MS)对Dendrimer I~IV进行了结构表征；为研究Dendrimer I~IV在“石墨化”反应中拓扑结构的转变奠定基础,从而激发具有新颖拓扑结构或新形式纳米碳分子的开发、拓展精准构筑二维及三维π? 电子体系的新方法和策略。 |
| 英文摘要: |
| T Based on 1,3,5-tribromobenzene (1) and 1,3,5-tris(4-bromophenyl)benzene (2) as the core molecules polyphenylene dendrimers I~IV with propeller-like structures were designed and synthesized via palladium-catalyzed Sonogashira coupling, Suzuki coupling and Diels-Alder reactions. The periphery of the dendrimers featured with hexaphenylbenzene (HBP) units,the precursors of “supramolecular benzene” HBC, and m-Di-HBP units, the dimer of HBP connected by 1,3-phenyl linker. Dendrimer I~IV are precursors of nanographenes, soluble in dichloromethane, trichloromethane, toluene and tetrahydrofuran and their structures have been characterized by NMR spectroscopy, Gel permeation chromatography (GPC),and MALDI?TOF mass spectrometry. It will lay a foundation for studying topological transformation of dendrimer I~IV in "graphitization" reactions, stimulate the development of carbon nanomolecules with novel topological structures or new forms, and expand the new methods and strategies for accurately constructing two-dimensional and three-dimensional π- electronic systems. |
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