Department of Chemistry, The University of Tokyo.
Proc Jpn Acad Ser B Phys Biol Sci. 2022;98(8):379-400. doi: 10.2183/pjab.98.020.
With the name "phenine" given to 1,3,5-trisubstituted benzene for a fundamental trigonal planar unit to weave nanometer-sized networks, a series of curved nanocarbon molecules have been designed and synthesized. Since the 6π-phenine units were amenable to modern biaryl coupling reactions mediated by transition metals, concise syntheses of >400π-nanocarbon molecules were readily achieved. In addition, the phenine design allowed for installing of heteroatoms and/or transition metals doped at specific positions of the large π-systems of the nanocarbon molecules. Fundamental tools were also developed to specify and describe the locations of defects/dopants, quantify pyramidalizations of trigonal panels and estimate molecular Gauss curvatures of the discrete surface. Unique features of phenine nanocarbons, such as stereoisomerism, entropy-driven molecular assembly and effects of dopants on electronic/magnetic characteristics, were revealed during the first half-decade of investigations.
用“phenine”给 1,3,5-三取代苯赋予基本的三角平面单元，以编织纳米尺寸的网络，设计并合成了一系列弯曲纳米碳分子。由于 6π-phenine 单元适合现代由过渡金属介导的双芳基偶联反应，因此可以轻松地实现超过 400π-纳米碳分子的简洁合成。此外，phenine 的设计允许在纳米碳分子的大 π 系统的特定位置安装杂原子和/或过渡金属掺杂。还开发了基本工具来指定和描述缺陷/掺杂剂的位置、量化三角面板的金字塔化并估计离散表面的分子高斯曲率。在研究的前五年中，揭示了 phenine 纳米碳的独特特征，例如立体异构体、熵驱动的分子组装以及掺杂剂对电子/磁性特性的影响。
