{"id":"W4390237056","doi":"10.1021/acscatal.3c05405","title":"Ligand-Enabled Nickel Catalysis for the <i>O</i>-Arylation of Alcohols and Phenols with (Hetero)aryl Chlorides Using a Soluble Organic Base","year":2023,"lang":"en","type":"article","venue":"ACS Catalysis","topic":"Catalytic Cross-Coupling Reactions","field":"Chemistry","cited_by":24,"is_retracted":false,"has_abstract":true,"ca_institutions":"Dalhousie University","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Aryl; Catalysis; Electrophile; Nucleophile; Phenols; Ligand (biochemistry); Organic chemistry; Combinatorial chemistry; Nucleophilic aromatic substitution; Organic synthesis; Base (topology); Nucleophilic substitution; Alkyl","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0003969973,0.0002888801,0.0004777749,0.0002046629,0.0005192369,0.0001632091,0.0003237246,0.0001313332,0.00006229408],"category_scores_gemma":[0.0003053111,0.0002253922,0.0002022993,0.001375987,0.0002295119,0.0003545872,0.0001876172,0.0001670137,0.00002120863],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00011255,"about_ca_system_score_gemma":0.0001356292,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.001192797,"about_ca_topic_score_gemma":0.0004064196,"domain_scores_codex":[0.9981724,8.194461e-7,0.0004862296,0.0005530292,0.0003629299,0.0004245755],"domain_scores_gemma":[0.9974869,0.0007665695,0.000359433,0.00104884,0.0002404863,0.0000977711],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.00009234531,0.00006814051,0.003438102,0.0001895861,0.0007641005,0.000004461711,0.0008003268,0.001708698,0.9921745,0.00001061666,0.0002029388,0.0005461482],"study_design_scores_gemma":[0.0009719881,0.00002116056,0.0003223883,0.0000743916,0.001868305,0.00003044825,0.001323745,0.01896523,0.9759156,0.00008858016,0.0001332157,0.0002849787],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9983618,0.0002402477,0.0004977154,0.0002641995,0.00006406964,0.0002718375,0.0001247707,0.000152245,0.0000231686],"genre_scores_gemma":[0.9974708,0.000101761,0.00008144907,0.00002709719,0.000128967,0.0001265514,0.000958345,0.00007986798,0.00102519],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01725653,"threshold_uncertainty_score":0.9191226,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02892327740146901,"score_gpt":0.2695727395612756,"score_spread":0.2406494621598066,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}