{"id":"W4284990603","doi":"10.1021/acs.orglett.2c01602","title":"Synthesis of <i>anti</i>-[1](1,6)Naphthaleno[1](1,6)naphthalenophane by Double Contractive Annulation of [2.2]Paracyclophane","year":2022,"lang":"en","type":"article","venue":"Organic Letters","topic":"Synthesis and Properties of Aromatic Compounds","field":"Chemistry","cited_by":11,"is_retracted":false,"has_abstract":true,"ca_institutions":"Wilfrid Laurier University; Memorial University of Newfoundland","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Annulation; Chemistry; Bent molecular geometry; Naphthalene; Cyclophane; Cycloaddition; Distortion (music); Stereochemistry; Strain (injury); Crystallography; Medicinal chemistry; Crystal structure; Organic chemistry; 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":["metaepi_narrow","insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0003373942,0.0002679305,0.0006085041,0.0001049801,0.0001821094,0.00001820073,0.0005862085,0.00007280074,0.008919099],"category_scores_gemma":[0.0001012986,0.0002707608,0.0001822872,0.000262681,0.0001469451,0.0001819161,0.0002041957,0.0002271669,0.00001337211],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001414624,"about_ca_system_score_gemma":0.00006654941,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002686711,"about_ca_topic_score_gemma":0.000001752717,"domain_scores_codex":[0.997827,0.00008354685,0.0007045754,0.0003852598,0.0006557425,0.0003438863],"domain_scores_gemma":[0.9980235,0.0005417496,0.0006527942,0.0006292087,0.00007093228,0.0000818699],"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":[0.0003073751,0.0003292099,0.002051591,0.0001890695,0.000224436,0.00001321911,0.0005155709,0.0000761257,0.99112,0.00001915255,0.003975135,0.001179084],"study_design_scores_gemma":[0.0009453106,0.00005795375,0.0004796401,0.00006030464,0.0001104948,0.00006075976,0.0006318529,0.00006274746,0.9950837,0.00002988347,0.002182343,0.0002949626],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9937478,0.0005455187,0.00002713594,0.001334932,0.0001424293,0.0001401653,0.000215294,0.00005614761,0.003790537],"genre_scores_gemma":[0.9991996,0.00003514793,0.0001403988,0.0001858612,0.0000567161,0.00006484342,0.00004404346,0.0000610623,0.0002122917],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.008905727,"threshold_uncertainty_score":0.9999744,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.009041566688196232,"score_gpt":0.2030693650757104,"score_spread":0.1940277983875141,"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."}}