{"id":"W2765810060","doi":"10.1021/jacs.7b09488","title":"Cross-Coupling of Primary Amides to Aryl and Heteroaryl Partners Using (DiMeIHept<sup>Cl</sup>)Pd Promoted by Trialkylboranes or B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>","year":2017,"lang":"en","type":"article","venue":"Journal of the American Chemical Society","topic":"Organoboron and organosilicon chemistry","field":"Chemistry","cited_by":39,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Ottawa; York University","funders":"Natural Sciences and Engineering Research Council of Canada; Eli Lilly and Company","keywords":"Chemistry; Nucleophile; Aryl; Boron; Amide; Catalysis; Oxidative addition; Reductive elimination; Medicinal chemistry; Lewis acids and bases; Nitrogen; Nuclear magnetic resonance spectroscopy; Primary (astronomy); Limiting; Oxygen; Combinatorial chemistry; Organic chemistry","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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0002365315,0.0006590092,0.0002541867,0.0001599938,0.0001934877,0.0001944611,0.0002885231,0.0003162523,0.002596198],"category_scores_gemma":[0.0002420274,0.0001611666,0.0002338057,0.0001886893,0.0002265417,0.0003337936,0.0003767681,0.0004743655,0.000722067],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002270825,"about_ca_system_score_gemma":0.0001789269,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0004320594,"about_ca_topic_score_gemma":0.001371007,"domain_scores_codex":[0.9998541,0.00002057322,0.000009550782,0.00004615666,0.00002369237,0.00004587411],"domain_scores_gemma":[0.999878,0.00002313838,0.00003875566,0.00001590208,0.00001633019,0.00002787765],"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":[0.0002026022,0.00004654058,0.0001902229,0.0001513212,0.00003341965,0.0001476451,0.00007371922,0.0001363321,0.9928432,0.0005179413,0.0001151491,0.005542024],"study_design_scores_gemma":[0.000008298466,0.000175442,0.0003432907,0.000004063812,0.00001273653,0.0001566333,0.00001433354,0.00009978203,0.997752,0.00004506257,0.001385255,0.000003157995],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.967951,0.002613647,0.01582407,0.00008895479,0.00008220205,0.0001150905,0.0002982568,0.0001749528,0.01285183],"genre_scores_gemma":[0.9895408,0.001651797,0.004905208,0.0000560379,0.00001775763,0.00003261851,0.000234968,0.00004218582,0.003518623],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002596198,"threshold_uncertainty_score":0.008685172,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02034527081526386,"score_gpt":0.2876092354955173,"score_spread":0.2672639646802534,"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."}}