{
  "abstract": "Exact π-extension offers a molecularly precise approach for interrogating how peripheral structural modification governs the conformation, packing, and chiroptical response of atomically defined chiral nanographenes. Here we report DN-1, a naphthalene-extended chiral bilayer nanographene that reveals the regulatory role of peripheral benzannulation in supramolecular organization and circularly polarized luminescence. DN-1 was obtained by Scholl cyclodehydrogenation, forming 27 C–C bonds in a single operation. Single-crystal X-ray diffraction established a C2 symmetric bilayer architecture bearing peripheral naphthalene units and a short intramolecular interlayer separation of 2.945 Å. Notably, benzannulation does more than expand the π-surface: it reorganizes the solid-state packing and enables extensive intermolecular π-overlap involving up to 32 benzene rings. NMR spectroscopy and HRMS analyses verified the molecular identity, while NICS, AICD, and TD-DFT calculations clarified the aromaticity distribution and excited-state electronic structure. After chiral resolution, DN-1 displayed broad visible absorption, red emission at 677 nm, mirror-image circular dichroism, and circularly polarized luminescence at ca. 682 nm with |glum| values up to 1.79 × 10−2. These results establish exact benzannulation as a molecular design principle for linking peripheral π-extension, supramolecular packing, and CPL activity in chiral nanographenes.",
  "abstract_shown": true,
  "affiliations": [
    "College of Chemistry, Beijing Normal University No. 19, XinWai St, HaiDian District Beijing 100875 China",
    "School of Chemistry & Environment, Yunnan Minzu University No. 2929, Yuehua St, Chenggong District Kunming 650500 Yunnan Province China"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 7,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Dan-Yang Wang"
    },
    {
      "affs": [
        0
      ],
      "name": "Nai-Te Yao",
      "orcid": "0000-0003-0740-2275"
    },
    {
      "affs": [
        0
      ],
      "name": "Zhi-Ao Li"
    },
    {
      "affs": [
        0,
        1
      ],
      "name": "Jiaqi Liang"
    },
    {
      "affs": [
        0
      ],
      "name": "Ke-Lin Zhu"
    },
    {
      "affs": [
        0
      ],
      "name": "Bin Hu"
    },
    {
      "affs": [
        0
      ],
      "name": "Han-Yuan Gong",
      "orcid": "0000-0003-4168-7657"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/84n0mzjab3f5f.bib",
  "cited_by": 0,
  "doi": "10.1039/d6sc06566j",
  "fulltext_url": "https://pmc.ncbi.nlm.nih.gov/articles/PMC13591420/",
  "id": "84n0mzjab3f5f",
  "issns": [
    "2041-6520",
    "2041-6539"
  ],
  "landing_url": "https://doi.org/10.1039/d6sc06566j",
  "language": "en",
  "licence": "CC-BY-NC-3.0",
  "licence_label": "CC BY-NC 3.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc/3.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Chemistry"
    ],
    [
      "openalex",
      "1605|Synthesis and Properties of Aromatic Compounds"
    ]
  ],
  "openalex": "W7212770541",
  "pdf_url": null,
  "pmcid": "PMC13591420",
  "pmid": "42769835",
  "published": "2026-09-14",
  "publisher": "Royal Society of Chemistry",
  "ris": "https://research.draconitic.com/paper/84n0mzjab3f5f.ris",
  "sources": [
    {
      "first_seen": "2026-11-07T12:23:30Z",
      "native_id": "PMC13591420",
      "source": "pmc",
      "url": "https://doi.org/10.1039/d6sc06566j"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Synthesis and Properties of Aromatic Compounds",
      "subfield": "organic"
    }
  ],
  "title": "Exact benzannulation regulates packing and circularly polarized luminescence in a chiral bilayer nanographene",
  "title_text": "Exact benzannulation regulates packing and circularly polarized luminescence in a chiral bilayer nanographene",
  "type": "peer-reviewed",
  "updated_at": "2026-11-08T12:20:59Z",
  "url": "https://research.draconitic.com/paper/84n0mzjab3f5f",
  "venue": "Chemical Science",
  "versions": []
}