{"id":"W2090220019","doi":"10.1139/v08-101","title":"Synthesis of dipyrrins bearing chirality adjacent to the conjugated skeleton — Electron-poor pyrroles exhibit dramatically reduced nucleophilicity","year":2008,"lang":"en","type":"article","venue":"Canadian Journal of Chemistry","topic":"Porphyrin and Phthalocyanine Chemistry","field":"Materials Science","cited_by":3,"is_retracted":false,"has_abstract":true,"ca_institutions":"Dalhousie University","funders":"","keywords":"Chemistry; Stereocenter; Conjugated system; Nucleophile; Substituent; Chirality (physics); Pyrrole; Stereochemistry; Skeleton (computer programming); Axial chirality; Catalysis; Organic chemistry; Enantioselective synthesis; Polymer","routes":{"ca_aff":true,"ca_fund":false,"ca_venue":true,"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":[0.0001758544,0.000303287,0.0002762925,0.00019843,0.0001563059,0.0003440325,0.0002753571,0.0002421534,0.001066685],"category_scores_gemma":[0.0002666309,0.0001836028,0.0001399743,0.0001538114,0.0001886321,0.000253415,0.0001928353,0.0003946505,0.0003835685],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003449701,"about_ca_system_score_gemma":0.0001588743,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003183393,"about_ca_topic_score_gemma":0.000549338,"domain_scores_codex":[0.9998866,0.00001777716,0.00001579359,0.00003088401,0.00002822236,0.00002063754],"domain_scores_gemma":[0.9998553,0.00002656603,0.00004301086,0.00002604351,0.00001866995,0.00003037781],"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":[0.00003312209,0.00001071575,0.00003029868,0.00003872142,0.000003640031,0.00004595565,0.00001328819,0.00008566352,0.9983013,0.0002324449,0.00002489579,0.001179996],"study_design_scores_gemma":[0.000009733547,0.00006090154,0.0002119907,0.000001815112,0.000006951676,0.00007264533,0.000003556309,0.0003402549,0.9983593,0.00002071932,0.0009099079,0.000002198262],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9901776,0.0006580813,0.005726413,0.00008326401,0.0000256165,0.0000535546,0.0002122789,0.0001229763,0.00294022],"genre_scores_gemma":[0.987688,0.0004565104,0.009100708,0.00003153849,0.000008434549,0.00003041606,0.0001842367,0.00003973431,0.002460358],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001066685,"threshold_uncertainty_score":0.003568411,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01332076324207949,"score_gpt":0.2183788193205671,"score_spread":0.2050580560784876,"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."}}