{"id":"W2052908589","doi":"10.1021/om400684n","title":"New Phosphine-Functionalized NHC Ligands: Discovery of an Effective Catalyst for the Room-Temperature Amination of Aryl Chlorides with Primary and Secondary Amines","year":2013,"lang":"en","type":"article","venue":"Organometallics","topic":"Catalytic Cross-Coupling Reactions","field":"Chemistry","cited_by":60,"is_retracted":false,"has_abstract":true,"ca_institutions":"Dalhousie University","funders":"","keywords":"Chemistry; Amination; Aryl; Phosphine; Steric effects; Medicinal chemistry; Ligand (biochemistry); Catalysis; Phosphonium salt; Methylene; Organic chemistry; Combinatorial chemistry; Alkyl","routes":{"ca_aff":true,"ca_fund":false,"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":[0.0001102735,0.000217086,0.0003519046,0.00006785339,0.0001289598,0.0001146076,0.0001697242,0.0001162928,0.0002136478],"category_scores_gemma":[0.0001391396,0.0001481745,0.00009317799,0.0002743395,0.0001774305,0.0006882391,0.0000579611,0.000168012,0.000001878679],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00007005595,"about_ca_system_score_gemma":0.0001283174,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003520768,"about_ca_topic_score_gemma":0.0001303735,"domain_scores_codex":[0.9990213,4.166749e-7,0.0002965694,0.0003039391,0.0002250223,0.0001527474],"domain_scores_gemma":[0.9984328,0.0005369436,0.0002707588,0.0004229782,0.0002706816,0.00006585567],"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":[0.0001721794,0.0001239822,0.001005919,0.0004013383,0.0002834762,5.149801e-7,0.0003582381,0.00004399695,0.992847,0.0002103334,0.000100984,0.004452059],"study_design_scores_gemma":[0.00127456,0.0001010669,0.05178908,0.0000614029,0.0002650296,0.00002753089,0.0004478637,0.0002075703,0.9451588,0.0002213968,0.0002658938,0.0001798051],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9978126,0.0007534111,0.0004218182,0.0001356226,0.00008890453,0.0004576845,0.0002362965,0.0000342319,0.00005941546],"genre_scores_gemma":[0.9958688,0.00006692381,0.0001396864,0.000021067,0.0001781432,0.0001142365,0.0007005551,0.00004515654,0.002865401],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.05078316,"threshold_uncertainty_score":0.604238,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.004539760862101678,"score_gpt":0.2128738626915155,"score_spread":0.2083341018294138,"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."}}