{
  "abstract": "We report the development of an entirely mechanochemical synthesis of a set of iconic and complex supramolecular targets, Cram’s carcerands and cavitands, using a sequence of mechanochemical, liquid-assisted steps. By demonstrating how mechanochemical methods can be adapted to each segment of carcerand synthesis, this work highlights the benefits and opportunities mechanochemistry offers for simpler, high-yielding synthesis of complex targets. This work exploits grinding based on dual asymmetric centrifugal motion, which provides high autogenous frictional heating to drive chemical reactivity and, in some cases, permits thick and resinous reaction systems to mix without solidifying. The analogous media-free approach provided efficient mixing when heating was not required. Using these methods, we show that a set of phenolic cavitands, which are crucial precursors to a wide set of carcerands and hemicarcerands, can be synthesized rapidly, in high yields, using minimal organic solvent, and with improved operational simplicity, and that the final capsule-like carcerands can also be assembled mechanochemically, despite the common expectation that effectiveness of such supramolecular transformations requires high dilutions.",
  "abstract_shown": true,
  "affiliations": [
    "School of Chemistry, University of Birmingham, Edgbaston, Birmingham, United Kingdom, B152TT",
    "Department of Chemistry, McGill University, 801 Sherbrooke St. W., Montreal, Quebec, Canada, H3A0B8"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 3,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Joseph M. Marrett"
    },
    {
      "affs": [
        1
      ],
      "name": "Hatem M. Titi"
    },
    {
      "affs": [
        0
      ],
      "name": "Tomislav Friscic",
      "orcid": "0000-0002-3921-7915"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/4be62v9sv9n11.bib",
  "cited_by": 0,
  "doi": "10.26434/chemrxiv.15009991/v1",
  "fulltext_url": null,
  "id": "4be62v9sv9n11",
  "issns": [],
  "landing_url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009991/v1",
  "language": null,
  "licence": "CC-BY-NC-ND",
  "licence_label": "CC BY-NC-ND",
  "licence_source": "journal",
  "licence_url": "https://creativecommons.org/licenses/by-nc-nd/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "1605|Supramolecular Chemistry and Complexes"
    ]
  ],
  "openalex": "W7220722311",
  "pdf_url": "https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009991/v1",
  "pmcid": null,
  "pmid": null,
  "published": "2026-10-06",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/4be62v9sv9n11.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:22Z",
      "native_id": "10.26434/chemrxiv.15009991",
      "source": "chemrxiv",
      "url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009991/v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1605|Supramolecular Chemistry and Complexes",
      "subfield": "organic"
    }
  ],
  "title": "Developing An Entirely Mechanochemical Synthesis of Cram’s Cavitands and Carcerands",
  "title_text": "Developing An Entirely Mechanochemical Synthesis of Cram’s Cavitands and Carcerands",
  "type": "preprint",
  "updated_at": "2026-10-30T12:17:22Z",
  "url": "https://research.draconitic.com/paper/4be62v9sv9n11",
  "venue": "ChemRxiv",
  "versions": []
}