{"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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0000643074,0.0002261269,0.0001760218,0.0001276126,0.0001699434,0.0001290476,0.000170826,0.0001661897,0.002032783],"category_scores_gemma":[0.00008375697,0.0001067953,0.0001322302,0.0001433808,0.00009232442,0.0002019759,0.0001817717,0.0002729831,0.000405972],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001269614,"about_ca_system_score_gemma":0.0002391536,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003610501,"about_ca_topic_score_gemma":0.0008979641,"domain_scores_codex":[0.9999536,0.000006385579,0.000003493673,0.000009448935,0.000009320951,0.00001780312],"domain_scores_gemma":[0.9999727,0.000002790653,0.000006168326,0.00000477852,0.000005427336,0.000008098283],"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":[0.00007524162,0.0000303567,0.0001509487,0.0001968299,0.000009978447,0.000346523,0.00007335741,0.0006252654,0.9861431,0.001777831,0.0003139433,0.01025665],"study_design_scores_gemma":[0.00003808801,0.0007205573,0.001841712,0.00001849444,0.00001814173,0.0007522603,0.00003935447,0.001277591,0.9745576,0.0005012249,0.02021373,0.00002129984],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9632364,0.001811656,0.01062343,0.0002019522,0.00009944241,0.0001129094,0.0007376093,0.0001235624,0.0230531],"genre_scores_gemma":[0.9850754,0.001794347,0.006638477,0.00006538477,0.00001262325,0.00005333329,0.0004186573,0.00002502135,0.005916903],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.002032783,"threshold_uncertainty_score":0.006800354,"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."}}