{"id":"W2749551848","doi":"10.1021/jacs.7b07052","title":"Photoinduced, Copper-Catalyzed Alkylation of Amines: A Mechanistic Study of the Cross-Coupling of Carbazole with Alkyl Bromides","year":2017,"lang":"en","type":"article","venue":"Journal of the American Chemical Society","topic":"Radical Photochemical Reactions","field":"Chemistry","cited_by":106,"is_retracted":false,"has_abstract":true,"ca_institutions":"","funders":"National Institute of General Medical Sciences; Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Alkylation; Alkyl; Carbazole; Catalysis; Copper; Coupling (piping); Photochemistry; Organic chemistry; Polymer chemistry","routes":{"ca_aff":false,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":true},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0002395103,0.0003349067,0.0002090243,0.0001218328,0.0002482005,0.000197223,0.000555351,0.0003948938,0.00125646],"category_scores_gemma":[0.0002526071,0.0001498918,0.0002936546,0.00009847543,0.0003274063,0.0003557141,0.00024457,0.0004931004,0.0001693279],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0007400435,"about_ca_system_score_gemma":0.0001980165,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.002556187,"about_ca_topic_score_gemma":0.003496703,"domain_scores_codex":[0.9998771,0.00001834277,0.00000513909,0.00002089139,0.00003077214,0.00004781503],"domain_scores_gemma":[0.9999145,0.00002333588,0.00002445824,0.000009878499,0.00001499412,0.00001277041],"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":[0.0001315024,0.0001035487,0.00049338,0.0002554285,0.00003211424,0.0004955411,0.0002944159,0.001256983,0.9915518,0.001182189,0.0001671721,0.004035954],"study_design_scores_gemma":[0.00003270065,0.0003042154,0.001710494,0.00001057457,0.00002308006,0.0001915527,0.00008136363,0.004447528,0.9916957,0.0001714291,0.001317786,0.00001360223],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9939852,0.0009608539,0.001792975,0.0001213191,0.0000116576,0.00002833097,0.00003766249,0.00004279298,0.003019305],"genre_scores_gemma":[0.9982135,0.0004382386,0.0005091929,0.00002958744,0.000003503121,0.000008568053,0.00002170124,0.000006480434,0.0007693073],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002556187,"threshold_uncertainty_score":0.005369365,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.0164868144337149,"score_gpt":0.291175177230929,"score_spread":0.2746883627972141,"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."}}