{
  "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=126570080",
  "ord_data_issue": null,
  "title": "Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism",
  "doi": "10.1021/jacs.0c09275",
  "journal": "JACS",
  "publication_date": "2020-11-12",
  "authors": [
    "Sii Hong Lau",
    "Peng Yu",
    "Liye Chen",
    "Christina B. Madsen-Duggan",
    "Michael J. Williams",
    "Brad P. Carrow"
  ],
  "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/PMC7690001/",
      "what": "NIH author manuscript and SI PDF (NIHMS1646259-supplement-Supporting_Information.pdf) with Tables S1/S2 (HTE screen), S6, scope and kinetics",
      "license": "NIH author manuscript; text-mining and fair use only, no open license"
    },
    {
      "url": "https://doi.org/10.1021/jacs.0c09275",
      "what": "JACS article and Supporting Information",
      "license": "ACS standard terms"
    },
    {
      "url": "https://doi.org/10.26434/chemrxiv.12912455.v1",
      "what": "ChemRxiv preprint (Crossref has-preprint relation)",
      "license": "unknown"
    }
  ],
  "notes": "Source: Lau et al., J. Am. Chem. Soc. 2020, doi:10.1021/jacs.0c09275 (author manuscript PMC7690001; SI PDF deposited in PMC). Chemistry: (Ad3P)Pd-catalyzed C-N coupling of aryl chlorides and bromides using Et3N as a soluble weak base, enabled by water. Data to curate: (1) the HTE screen of solvent, amine base and water for the model reaction 4-chlorobiphenyl + 4-nitroaniline with complex 1 (1 mol%), tabulated in SI Tables S1 and S2 and shown as a heat plot in Figure 1; (2) the substrate scope in Table 1, with isolated yields for (hetero)aryl halides and amine/amide nucleophiles. Mechanistic and kinetic experiments are optional. No SMILES are provided; draw structures from the schemes and SI characterization. Water is an explicit reagent and must be recorded with its amount.",
  "verification_caveats": "HTE outcomes are conversions or assay yields; scope entries are isolated yields, so keep the analysis types distinct. Water is a variable reagent, not an impurity. The heat plot and tables should agree, so cross-check them."
}