{
  "source": "ORD Dataset Wishlist",
  "snapshot_date": "2026-09-25",
  "ord_wishlist_status_at_snapshot": "Available",
  "ord_wishlist_card": "https://github.com/orgs/open-reaction-database/projects/11?pane=issue&itemId=126570058",
  "ord_data_issue": null,
  "title": "A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates",
  "doi": "10.1021/jacs.1c10907",
  "journal": "JACS",
  "publication_date": "2021-12-17",
  "authors": [
    "Kai Kang",
    "Nathan L. Loud",
    "Tarah A. DiBenedetto",
    "Daniel J. Weix"
  ],
  "article_open_access": {
    "status": "green",
    "license": null
  },
  "dataset_size_estimate": null,
  "experiment_type": null,
  "ord_priority": null,
  "ord_difficulty": null,
  "source_data_kind": "si_pdf_tables",
  "smiles_in_source": "no",
  "needs_author_contact": false,
  "data_locations": [
    {
      "url": "https://pmc.ncbi.nlm.nih.gov/articles/PMC9007723/",
      "what": "Author manuscript full text (Table 1 optimisation, scope schemes, Figure 1 96-well heatmaps of Pdt/IS ratios)",
      "license": "NIH public-access author manuscript (not CC-licensed)"
    },
    {
      "url": "https://acs.figshare.com/articles/journal_contribution/A_General_Multimetallic_Cross-Ullmann_Biheteroaryl_Synthesis_from_Heteroaryl_Halides_and_Heteroaryl_Triflates/17263772",
      "what": "SI PDF ja1c10907_si_001.pdf (about 23 MB; listed only, not downloaded): procedures, Table S6, characterisation, plate details",
      "license": "CC BY-NC 4.0 as labelled on the ACS figshare mirror"
    },
    {
      "url": "https://pmc.ncbi.nlm.nih.gov/articles/instance/9007723/bin/NIHMS1790236-supplement-supplementals.pdf",
      "what": "PMC copy of the supplementary PDF",
      "license": "unknown"
    },
    {
      "url": "https://doi.org/10.1021/jacs.1c10907",
      "what": "Publisher version of the article (JACS 2021)",
      "license": "closed (ACS)"
    }
  ],
  "notes": "This paper describes a Ni/Pd multimetallic cross-Ullmann coupling of heteroaryl halides with heteroaryl triflates (JACS 2021). An author manuscript is free on PMC (PMC9007723), and the SI PDF (about 23 MB) is on the ACS figshare mirror, labelled CC BY-NC 4.0. Content to curate: Table 1 optimisation (0.25 mmol, calibrated GC yields; more selectivity data in SI Table S6); 62 scope examples with isolated yields; and a 96-well array of 8 triflates x 12 halides at 10 umol scale with toolbox and optimisation plates. Pitfalls: plate results are heatmaps of product/internal-standard ratios, which the authors say should not be compared across coupling partners, and the numbers may exist only as colours. Structures appear only as drawings or names, so SMILES must be derived. The SI PDF is large.",
  "verification_caveats": "There are several templates: an optimisation table, isolated-yield scope and HTE plates with Pdt/IS ratios. These probably belong in separate datasets or need clearly distinct outcome types. Plate outcomes are relative ratios rather than yields, and some may be recoverable only as heatmap colours. SMILES must be derived from drawn structures or names. Reactions are multimetallic (Ni and Pd catalysts, ligands, Zn reductant, KF/KBr additive) and need careful role assignment."
}