{"id":"W2313008572","doi":"10.1021/ol400765a","title":"Enabling Nucleophilic Substitution Reactions of Activated Alkyl Fluorides through Hydrogen Bonding","year":2013,"lang":"en","type":"article","venue":"Organic Letters","topic":"Fluorine in Organic Chemistry","field":"Pharmacology, Toxicology and Pharmaceutics","cited_by":92,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université Laval; Université de Sherbrooke","funders":"","keywords":"Chemistry; Alkyl; Nucleophilic substitution; Hydrogen bond; Nucleophile; Substitution (logic); Nucleophilic aromatic substitution; Substitution reaction; Medicinal chemistry; Combinatorial chemistry; Organic chemistry; Molecule; Catalysis","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":["metaepi_narrow","insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.000230518,0.0002560095,0.0002828149,0.00008156659,0.0002511946,0.00002388433,0.0003411103,0.000293799,0.007228856],"category_scores_gemma":[0.0002402031,0.0002691737,0.0001064871,0.0005056462,0.000249947,0.0004533105,0.0001093398,0.0007430936,0.0006113468],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002822383,"about_ca_system_score_gemma":0.00007653698,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0001500977,"about_ca_topic_score_gemma":0.000002330175,"domain_scores_codex":[0.9983766,0.0001060396,0.0004900893,0.0003684306,0.00018597,0.00047287],"domain_scores_gemma":[0.9988773,0.0002923497,0.0002530543,0.0003583988,0.00008446359,0.000134456],"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":[0.00002184737,0.0001108718,0.001347909,0.0000718128,0.000187178,0.00001206168,0.0004276288,0.00005721669,0.9906645,0.0003786342,0.006318807,0.0004015462],"study_design_scores_gemma":[0.0007065931,0.00001795254,0.0003106086,0.00002635703,0.000104071,0.00006714498,0.0001503106,0.00008127625,0.9704944,0.0002202985,0.02757104,0.0002499878],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9911263,0.0001418057,0.00006231328,0.006578562,0.0007115574,0.0003043521,0.00001050969,0.0002178431,0.0008467796],"genre_scores_gemma":[0.9968241,0.00007953522,0.0002574121,0.001938211,0.0004290688,0.00002723983,0.00003150909,0.00005452839,0.0003583228],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.02125223,"threshold_uncertainty_score":0.999976,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.05670461573214403,"score_gpt":0.3443438290819669,"score_spread":0.2876392133498229,"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."}}