{"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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00009893352,0.0003360712,0.0001923635,0.0001516674,0.0001166546,0.0001812592,0.0002840737,0.0002172174,0.00189559],"category_scores_gemma":[0.0001045867,0.0001376959,0.000136222,0.0001671284,0.000117952,0.0002413129,0.0001388091,0.0003376406,0.0004368719],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001831962,"about_ca_system_score_gemma":0.0001818653,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002976893,"about_ca_topic_score_gemma":0.001203382,"domain_scores_codex":[0.9999316,0.000007410177,0.000005694512,0.0000160523,0.00002095912,0.00001828329],"domain_scores_gemma":[0.9999412,0.000009756542,0.00001394227,0.000008178441,0.000011998,0.00001485514],"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":[0.00003651645,0.00002243151,0.00005886921,0.00005441973,0.000004702676,0.0001492639,0.00001932371,0.000257935,0.9951937,0.0004092258,0.00005446724,0.003739136],"study_design_scores_gemma":[0.00001218421,0.0002145891,0.000452078,0.000004579565,0.000006146848,0.0001794634,0.000009558059,0.0004264879,0.9954942,0.00005052299,0.003144862,0.000005305862],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9572923,0.002553413,0.02131092,0.0001214614,0.00009081179,0.0001534139,0.0007856138,0.0002065551,0.01748545],"genre_scores_gemma":[0.9766588,0.002422613,0.01435455,0.00007136479,0.0000138626,0.00006534951,0.0004733384,0.00004268871,0.005897472],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00189559,"threshold_uncertainty_score":0.006341338,"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."}}