2026-10-08 東京科学大学

本研究の概要図
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多重らせんナノグラフェンの鏡像異性体選択的およびジアステレオ選択的合成 Enantio- and diastereoselective synthesis of multi-helical nanographenes
Ryota Shimizu, Juntaro Nogami, Yuko Kishida, Futo Morita, Chihiro Maeda, Hidehiro Uekusa & Ken Tanaka
Nature Synthesis Published:22 September 2026
DOI:https://doi.org/10.1038/s44160-026-01155-9
Abstract
Nanographenes, composed of two-dimensionally fused planar polycyclic aromatics, are promising candidates for organic optoelectronic applications due to their high chemical and thermal stability and efficient charge transport. However, their high planarity often leads to aggregation and poor solubility. Introducing helicene units at the nanographene periphery is an effective strategy to enhance solubility and impart chiroptical functionality. Here we report the enantio- and diastereoselective synthesis of hexabenzocoronene-based helical nanographenes bearing up to eight uniformly aligned helicene units via enantioselective [2+2+2] cycloaddition followed by a diastereoselective Scholl reaction. Systematic variation of aryl substituents within this synthetic platform affords a family of multi-helical nanographenes with tunable photophysical and chiroptical properties. A helical nine-armchair graphene nanoribbon bearing six peripheral helicene units is also accessible, exhibiting near-infrared emission with high fluorescence quantum yield and a distinct chiroptical response. Together, these results demonstrate a versatile platform for constructing complex chiral nanographenes with precise helicity control.


