{"id":"W2127646521","doi":"10.1002/chem.201405981","title":"Solvent Choice and Kinetic Isotope Effects (KIEs) Dramatically Alter Regioselectivity in the Directed <i>ortho</i> Metalation (DoM) of 1,5‐Dichloro‐2,4‐dimethoxybenzene","year":2014,"lang":"en","type":"article","venue":"Chemistry - A European Journal","topic":"Coordination Chemistry and Organometallics","field":"Chemistry","cited_by":9,"is_retracted":false,"has_abstract":true,"ca_institutions":"York University","funders":"Natural Sciences and Engineering Research Council of Canada; Eli Lilly and Company","keywords":"Deprotonation; Regioselectivity; Chemistry; Isomerization; Kinetic isotope effect; Metalation; Deuterium; Electrophile; Medicinal chemistry; Ether; Photochemistry; Derivative (finance); Stereochemistry; Organic chemistry; Catalysis; Ion","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":[0.0001806207,0.0002926831,0.0001523041,0.00008240109,0.0001335472,0.0002368623,0.0002270059,0.0002025655,0.001166892],"category_scores_gemma":[0.0002306265,0.000198381,0.0001053837,0.0001293357,0.0002892951,0.0002196849,0.0002004245,0.0003991058,0.0002674479],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002468087,"about_ca_system_score_gemma":0.0001903236,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0006902763,"about_ca_topic_score_gemma":0.001924008,"domain_scores_codex":[0.9998765,0.0000203088,0.000009445874,0.00002717104,0.00002004297,0.00004659463],"domain_scores_gemma":[0.9998792,0.00003874426,0.00003697426,0.00001527605,0.00001001793,0.00001973142],"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":[0.0001564613,0.00001077921,0.0001999583,0.00003380137,0.000002920299,0.0000431657,0.0000444216,0.00006382677,0.9981604,0.0002041135,0.00003597659,0.001044087],"study_design_scores_gemma":[0.000003925781,0.00004961747,0.0002766757,0.000001198565,0.000002202745,0.00003918814,0.000009087006,0.0001282321,0.9990416,0.00001229296,0.0004333069,0.000002710783],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9949061,0.0003963417,0.001937915,0.00006372074,0.00001595693,0.00001398121,0.0001322044,0.00008823848,0.002445597],"genre_scores_gemma":[0.9975515,0.0003095044,0.001039127,0.00002269076,0.000003102594,0.000007237879,0.00007417925,0.00002685723,0.0009658687],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001166892,"threshold_uncertainty_score":0.003903627,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.008752424346073534,"score_gpt":0.2223672674543658,"score_spread":0.2136148431082922,"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."}}