{"id":"W3135072105","doi":"10.1021/acs.orglett.1c00521","title":"Directed <i>Ortho</i> and <i>Remote</i> Metalation of Naphthalene 1,8-Diamide: Complementing S<sub><i>E</i></sub>Ar Reactivity for the Synthesis of Substituted Naphthalenes","year":2021,"lang":"en","type":"article","venue":"Organic Letters","topic":"Coordination Chemistry and Organometallics","field":"Chemistry","cited_by":5,"is_retracted":false,"has_abstract":true,"ca_institutions":"Dalhousie University; NOSM University; Laurentian University; Queen's University","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Metalation; Naphthalene; Reactivity (psychology); Medicinal chemistry; Stereochemistry; Organic chemistry","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":[0.00007309002,0.000295028,0.0001300832,0.00008043886,0.00009416682,0.0001408059,0.0002965081,0.0001842476,0.001257951],"category_scores_gemma":[0.00009727677,0.000114172,0.0001171294,0.00007500169,0.0001619675,0.0001911701,0.0001655042,0.0002538551,0.0003953469],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001706865,"about_ca_system_score_gemma":0.00009507061,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003439488,"about_ca_topic_score_gemma":0.001028231,"domain_scores_codex":[0.9999223,0.00001048043,0.000005370744,0.00001997492,0.00001609024,0.00002582143],"domain_scores_gemma":[0.999948,0.000007051495,0.00001835073,0.000009369515,0.000007033107,0.00001016566],"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":[0.00007697784,0.00001044519,0.00006830723,0.00003342778,0.000003697097,0.00006907044,0.00003655699,0.00009411576,0.9981522,0.0002587736,0.00004236469,0.00115413],"study_design_scores_gemma":[0.000008022485,0.0001031012,0.0003409755,0.000002196656,0.000003729376,0.00009239661,0.00001089934,0.0002930799,0.9980306,0.00003133866,0.001080375,0.000003414398],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9915304,0.0004057059,0.002837911,0.00004876014,0.00001565426,0.00002333009,0.0001344773,0.00006746229,0.004936421],"genre_scores_gemma":[0.996995,0.000213254,0.001212698,0.00001643483,0.000003957344,0.00001017617,0.00007793699,0.00001740436,0.001453221],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001257951,"threshold_uncertainty_score":0.004208267,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01512553934017477,"score_gpt":0.2240121149137277,"score_spread":0.2088865755735529,"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."}}