{"id":"W4413272964","doi":"10.1021/acs.orglett.5c02545","title":"Synthesis of a NIR-Absorbing Bis(1,1,4,4-tetracyanobuta-1,3-diene) Derivative via the [2 + 2] Cycloaddition–Retroelectrocyclization Click Reaction of 1,1,2,2-Tetracyanoethene and Alkynylated Dibenzochrysene","year":2025,"lang":"en","type":"article","venue":"Organic Letters","topic":"Photochromic and Fluorescence Chemistry","field":"Materials Science","cited_by":1,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université Laval","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Cycloaddition; Chemistry; Derivative (finance); Diene; Combinatorial chemistry; Medicinal chemistry; 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":[0.00006880872,0.0001992981,0.0001236238,0.0001441853,0.00009687871,0.0001696316,0.0001789469,0.0002461727,0.001048414],"category_scores_gemma":[0.00007216441,0.0001060742,0.0001250335,0.0001440757,0.0001013707,0.0002143628,0.0001380872,0.0002669338,0.00036293],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.000162739,"about_ca_system_score_gemma":0.0001455602,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002771571,"about_ca_topic_score_gemma":0.0007571508,"domain_scores_codex":[0.9999405,0.000005889655,0.000003748201,0.00001571101,0.00001903548,0.00001509143],"domain_scores_gemma":[0.9999571,0.000005535112,0.00001209094,0.000006267708,0.000007200685,0.00001196193],"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":[0.00001034808,0.00001455039,0.00002916263,0.00002213709,0.000002257959,0.0000419069,0.000009148851,0.0000650232,0.9984009,0.0001364513,0.00001859254,0.00124961],"study_design_scores_gemma":[0.000003500058,0.00009763168,0.0006209328,0.000001464524,0.000004256478,0.0001163205,0.000003821975,0.0002347469,0.9971295,0.00001733923,0.001767279,0.000003202218],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9826636,0.0009416369,0.01092603,0.00007815662,0.00004117053,0.00004917843,0.0002113228,0.0001160519,0.004972884],"genre_scores_gemma":[0.9885998,0.0005993676,0.006836482,0.00003789604,0.00000624624,0.00001721456,0.0002137417,0.0000239664,0.003665293],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001048414,"threshold_uncertainty_score":0.003507316,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.005446628224558704,"score_gpt":0.2123385555343783,"score_spread":0.2068919273098196,"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."}}