{"id":"W2322348148","doi":"10.1021/jo5011872","title":"Kinetic Study on S<sub>N</sub>Ar Reaction of 1-(Y-Substituted-phenoxy)-2,4-dinitrobenzenes with Cyclic Secondary Amines in Acetonitrile: Evidence for Cyclic Transition-State Structure","year":2014,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Chemical Reaction Mechanisms","field":"Chemistry","cited_by":20,"is_retracted":false,"has_abstract":true,"ca_institutions":"Memorial University of Newfoundland","funders":"National Research Foundation of Korea","keywords":"Chemistry; Piperidine; Kinetic isotope effect; Catalysis; Reaction rate constant; Amine gas treating; Medicinal chemistry; Photochemistry; Acetonitrile; Substituent; Concerted reaction; Transition state; Reaction mechanism; Deuterium; Kinetics; Organic chemistry","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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0003511544,0.0004844984,0.0005176806,0.0001610011,0.0001816637,0.0002246058,0.0003910388,0.0003003525,0.001465992],"category_scores_gemma":[0.0004627635,0.0001613491,0.0004263395,0.000207315,0.0002183699,0.0003427598,0.0001268803,0.0004695657,0.0007709225],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0004478594,"about_ca_system_score_gemma":0.0002402085,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.003079989,"about_ca_topic_score_gemma":0.003880327,"domain_scores_codex":[0.9997148,0.00006142755,0.00001418834,0.00007161508,0.00007682143,0.00006104318],"domain_scores_gemma":[0.9995932,0.0001805512,0.00007954894,0.00001880264,0.00009375596,0.00003409429],"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":[0.0004173846,0.00005601487,0.001315487,0.0001996433,0.00006005863,0.00008219774,0.00009046893,0.001414153,0.9915736,0.0003628163,0.0001056187,0.004322494],"study_design_scores_gemma":[0.000008775756,0.0004335333,0.003399156,0.000007519693,0.00002318706,0.0001557452,0.00004467846,0.006768599,0.988081,0.00005559216,0.0010029,0.00001918369],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9850587,0.002962214,0.007791748,0.00008801867,0.00002545963,0.00004675689,0.0007307363,0.0001569894,0.003139443],"genre_scores_gemma":[0.9932429,0.001588966,0.002606703,0.00002264014,0.000006983482,0.000027849,0.0005557176,0.0000299551,0.001918305],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.003079989,"threshold_uncertainty_score":0.006124079,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.0151733791052922,"score_gpt":0.2491964187926351,"score_spread":0.2340230396873429,"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."}}