{"id":"W2799770226","doi":"10.1021/acscatal.8b01005","title":"Application of Diazaphospholidine/Diazaphospholene-Based Bisphosphines in Room-Temperature Nickel-Catalyzed C(sp<sup>2</sup>)–N Cross-Couplings of Primary Alkylamines with (Hetero)aryl Chlorides and Bromides","year":2018,"lang":"en","type":"article","venue":"ACS Catalysis","topic":"Catalytic Cross-Coupling Reactions","field":"Chemistry","cited_by":37,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Alberta; Dalhousie University","funders":"Natural Sciences and Engineering Research Council of Canada; Killam Trusts; Dalhousie University","keywords":"Aryl; Chemistry; Catalysis; Phosphine; Nickel; Alkyl; Primary (astronomy); Ring (chemistry); Medicinal chemistry; Coupling reaction; Combinatorial chemistry; Stereochemistry; 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":"codex-gemma-dda1882f352a","candidate_categories":["metaepi_narrow"],"consensus_categories":[],"category_scores_codex":[0.0004174641,0.0006825772,0.001226882,0.0004311418,0.0002291557,0.0001518078,0.0006832964,0.0004492585,0.00005968103],"category_scores_gemma":[0.000294476,0.000628654,0.000276837,0.001672473,0.001374655,0.0005853542,0.000242732,0.0004049183,0.00001614736],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002168681,"about_ca_system_score_gemma":0.0002467973,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.005005928,"about_ca_topic_score_gemma":0.000712828,"domain_scores_codex":[0.9962796,0.000001574096,0.001266225,0.001180715,0.0006742294,0.0005976659],"domain_scores_gemma":[0.9960235,0.0004645831,0.0008230968,0.001744111,0.0007527966,0.0001918991],"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":[0.000638239,0.0003790424,0.2471665,0.0006143521,0.0002281403,0.000007957398,0.0006305638,0.001773944,0.7476364,0.00001822462,0.00003649078,0.0008700959],"study_design_scores_gemma":[0.002234805,0.00007787017,0.04111012,0.0003087402,0.0003521148,0.00002920022,0.000330133,0.003891029,0.9509034,0.00006987606,0.00009027868,0.0006024837],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9975592,0.001370854,0.00006163607,0.0001094551,0.00004658246,0.0003423647,0.0003313122,0.000140367,0.00003816323],"genre_scores_gemma":[0.9972267,0.0001902118,0.000203825,0.00005481315,0.0001437279,0.0002005093,0.001692215,0.0001278272,0.0001601304],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.2060564,"threshold_uncertainty_score":0.9996165,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.006276106760354509,"score_gpt":0.2364967085797928,"score_spread":0.2302206018194383,"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."}}