{
  "abstract": "The resolution of racemic planar chiral 7‐bromo‐4‐hydroxy [2.2]paracyclophane was first achieved through the formation of epimeric esters derived from N ‐phtalimide L ‐isoleucine. Two successive crystallization steps, followed by saponification, enabled the isolation of the ( R P ) enantiomer in enantiopure form (ee > 99%) and in 33% overall yield. In contrast, the opposite ( S P ) enantiomer could only be obtained with a moderate enantiomeric excess of 46%. To overcome this limitation, an alternative strategy based on an early‐stage resolution process was developed. This method relied on the separation of the two enantiomers of racemic 4‐hydroxy [2.2]paracyclophane by high‐performance liquid chromatography with a Daicel Chiralpack IA column, followed by regioselective bromination. This sequence produced both enantiomers of the targeted disubstituted [2.2]paracyclophane, which were isolated in pure enantiomeric form and obtained in good overall yields.",
  "abstract_shown": true,
  "affiliations": [],
  "article_type": null,
  "arxiv": null,
  "author_total": 6,
  "authors": [
    {
      "name": "Arthur Le Coz"
    },
    {
      "name": "Thomas Desclais"
    },
    {
      "name": "Fabien Le Cavelier"
    },
    {
      "name": "Jean‐françois Lohier"
    },
    {
      "name": "Cyprien Lemouchi"
    },
    {
      "name": "Stéphane Perrio"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/1vjm2w90de9wf.bib",
  "cited_by": 0,
  "doi": "10.1002/ejoc.70814",
  "fulltext_url": null,
  "id": "1vjm2w90de9wf",
  "issns": [
    "1434-193X",
    "1099-0690"
  ],
  "landing_url": "https://normandie-univ.hal.science/hal-05744288v1",
  "language": "en",
  "licence": "CC-BY-NC-ND-4.0",
  "licence_label": "CC BY-NC-ND 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by-nc-nd/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "hal",
      "0.chim"
    ],
    [
      "openalex",
      "1605|Axial and Atropisomeric Chirality Synthesis"
    ]
  ],
  "openalex": "W7212042756",
  "pdf_url": "https://normandie-univ.hal.science/hal-05744288/document",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-09",
  "publisher": "Wiley-VCH Verlag",
  "ris": "https://research.draconitic.com/paper/1vjm2w90de9wf.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:33Z",
      "native_id": "hal-05744288",
      "source": "hal",
      "url": "https://normandie-univ.hal.science/hal-05744288v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Axial and Atropisomeric Chirality Synthesis",
      "subfield": "organic"
    }
  ],
  "title": "Resolution Approaches Toward Enantiopure Planar Chiral 7‐bromo‐4‐hydroxy [2.2]paracyclophane",
  "title_text": "Resolution Approaches Toward Enantiopure Planar Chiral 7‐bromo‐4‐hydroxy [2.2]paracyclophane",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:17:33Z",
  "url": "https://research.draconitic.com/paper/1vjm2w90de9wf",
  "venue": "European Journal of Organic Chemistry",
  "versions": []
}