{
  "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=126970233",
  "ord_data_issue": null,
  "title": "Palladium-Catalyzed Nitromethylation of Aryl Halides: An Orthogonal Formylation Equivalent",
  "doi": "10.1021/ol301713j",
  "journal": "Org Lett",
  "publication_date": "2012-08-17",
  "authors": [
    "Ryan R. Walvoord",
    "Simon Berritt",
    "Marisa C. Kozlowski"
  ],
  "article_open_access": {
    "status": "green",
    "license": null
  },
  "dataset_size_estimate": 304,
  "experiment_type": "HTE",
  "ord_priority": "Low",
  "ord_difficulty": "Hard",
  "source_data_kind": "author_request_needed",
  "smiles_in_source": "no",
  "needs_author_contact": true,
  "data_locations": [
    {
      "url": "https://pmc.ncbi.nlm.nih.gov/articles/PMC3430980/",
      "what": "NIH author manuscript: Table 1 top-8 screen results (prod/IS, impurities/IS), Table 2 substrate scope (19 entries, isolated yields); screen design described in text",
      "license": "NIH public-access author manuscript; no CC license (article copyright ACS)"
    },
    {
      "url": "https://pmc.ncbi.nlm.nih.gov/articles/instance/3430980/bin/NIHMS397383-supplement-1_si_001.pdf",
      "what": "SI PDF. Listed on PMC; direct fetch returned a bot-check page, so it was not inspected. The article says the SI includes 'additional parallel microscale experimentation data'",
      "license": "unknown"
    },
    {
      "url": "https://doi.org/10.1021/ol301713j",
      "what": "ACS version of record plus SI",
      "license": "ACS standard (no Crossref license entry)"
    }
  ],
  "notes": "Pd-catalyzed cross-coupling of aryl halides with nitromethane (Pd2dba3, 80 C). The initial parallel microscale screen used p-bromoanisole with 19 ligands x 4 solvents x 4 bases (304 conditions). Optimized conditions: Pd2dba3/XPhos, Cs2CO3, 3 A molecular sieves, 0.1 M in nitromethane. A free author manuscript is on PMC (PMC3430980). It reports only the top 8 screen results (product and impurity ratios to internal standard) and a 19-substrate isolated-yield scope table. The ORD curator found that the full screen data are not in the SI. The SI description mentions additional microscale data, so check it before concluding. The full 304-well results may need to be requested from the corresponding author. Cite DOI 10.1021/ol301713j.",
  "verification_caveats": "Screen outcomes are ratios to an internal standard (prod/IS, impurities/IS), not yields. Without the full screen, only a partial dataset (8 screen rows + 19 scope reactions) is possible from public sources. Scope substrates are drawn in Table 2, not named."
}