{"id":"W2982013573","doi":"10.1021/acs.joc.9b02523","title":"Synthesis of Emissive Heteroacene Derivatives via Nucleophilic Aromatic Substitution","year":2019,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Synthesis and Biological Evaluation","field":"Chemistry","cited_by":20,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal; Wilfrid Laurier University","funders":"Natural Sciences and Engineering Research Council of Canada; Université de Montréal; Mitacs; Wilfrid Laurier University; Canada Foundation for Innovation; Ontario Research Foundation","keywords":"Heteroatom; Chemistry; Nucleophile; Nucleophilic substitution; Sulfur; Substitution reaction; Nucleophilic aromatic substitution; Stacking; Electrochemistry; Denticity; Electrophilic aromatic substitution; Nitrogen; Organic chemistry; Combinatorial chemistry; Ring (chemistry); Electrode; Crystal structure; Catalysis","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":["insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0005355609,0.0001467294,0.0003462018,0.00001478088,0.00004752797,0.0000108,0.0004104351,0.0001350532,0.007293546],"category_scores_gemma":[0.0008121585,0.00008645105,0.000143989,0.0001127662,0.0001130522,0.00007537642,0.00005044061,0.0002075663,0.00002450754],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00008682674,"about_ca_system_score_gemma":0.00007251051,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00000144227,"about_ca_topic_score_gemma":1.340395e-7,"domain_scores_codex":[0.9988064,0.00005072829,0.000559427,0.0001044165,0.0003362487,0.0001427609],"domain_scores_gemma":[0.998079,0.000563946,0.000881336,0.0002922925,0.0001239665,0.00005948641],"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":[0.00008794264,0.00008461859,0.00120187,0.0001661424,0.0001011649,0.000001396838,0.0001291972,0.00001648304,0.9964312,0.000001376157,0.00001580694,0.001762762],"study_design_scores_gemma":[0.0002608655,0.00002581752,0.002220941,0.0002531748,0.0001266213,0.0001514141,0.0004221691,0.0001054046,0.9958748,0.000410549,0.0000450166,0.0001032229],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9973679,0.000356925,0.0001263325,0.0002160441,0.0000393662,0.00003840253,0.000003114759,0.00001059328,0.001841378],"genre_scores_gemma":[0.9994542,0.0001403647,0.0001188032,0.00001822755,0.0001359541,9.675642e-7,0.000001665154,0.00001242616,0.0001173948],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.007269038,"threshold_uncertainty_score":0.9936139,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01507889781798658,"score_gpt":0.2299403867220567,"score_spread":0.2148614889040701,"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."}}