{"id":"W4297995511","doi":"10.1002/chem.202202029","title":"σ‐Holes in Iodonium Ylides: Halogen‐Bond Activation of Carboxylic Acids, Phenols and Thiophenols May Enable Their X−H Insertion Reactions","year":2022,"lang":"en","type":"article","venue":"Chemistry - A European Journal","topic":"Oxidative Organic Chemistry Reactions","field":"Chemistry","cited_by":9,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Waterloo","funders":"","keywords":"Chemistry; Diazo; Phenols; Halogen; Alkylation; Heteroatom; Carboxylic acid; Medicinal chemistry; Organic chemistry; Catalysis; Ring (chemistry)","routes":{"ca_aff":true,"ca_fund":false,"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":[0.0002318827,0.0003434406,0.0001543063,0.0001653679,0.0001119393,0.0002116106,0.0002335779,0.0002627879,0.001091594],"category_scores_gemma":[0.0001929225,0.0001211309,0.0001382677,0.0001586108,0.0002460217,0.0003148717,0.0002542533,0.0002566516,0.0002372635],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001366001,"about_ca_system_score_gemma":0.0001250865,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002022503,"about_ca_topic_score_gemma":0.0003778542,"domain_scores_codex":[0.999912,0.00001495016,0.000004607405,0.00001514151,0.00002100167,0.00003221809],"domain_scores_gemma":[0.9999155,0.00002641242,0.00002256125,0.000009825423,0.00001492075,0.0000108061],"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":[0.00008816579,0.00000770465,0.0002324918,0.0000828143,0.000006039864,0.00009444288,0.00004942484,0.0001123825,0.9970773,0.0003155629,0.00002644926,0.001907205],"study_design_scores_gemma":[0.000007958044,0.0001714497,0.0006277981,0.000003766945,0.000005790296,0.00008859795,0.00002603888,0.0002127739,0.9980508,0.00005399963,0.000747679,0.000003304766],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9958752,0.0004478788,0.002275546,0.00003404502,0.000007558568,0.00002113561,0.00007651734,0.00002833878,0.00123384],"genre_scores_gemma":[0.9970907,0.0003787972,0.001685714,0.00002084859,0.000002794189,0.00001501184,0.00006704096,0.00001262928,0.0007263776],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001091594,"threshold_uncertainty_score":0.003651738,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01951979881697085,"score_gpt":0.217078412482178,"score_spread":0.1975586136652071,"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."}}