{"id":"W1894463481","doi":"10.1002/1521-3773(20020603)41:11<1945::aid-anie1945>3.0.co;2-7","title":"A Method for Palladium-Catalyzed Cross-Couplings of Simple Alkyl Chlorides: Suzuki Reactions Catalyzed by [Pd2(dba)3]/PCy3 dba=(E,E)-dibenzylideneacetone, Cy=cyclohexyl. We thank Dr. Matthew R. Netherton for helpful discussions and Johnson Matthey Inc. for supplying palladium compounds. Support has been provided by the Deutsche Akademie der Naturforscher Leopoldina (Leopoldina fellowship to J.H.K., BMBF-LPD 9901/8-48), Bristol-Myers Squibb, the National Institutes of Health (National Institute of General Medical Sciences, R01-GM62871), the Natural Sciences and Engineering Research Council of Canada (postdoctoral fellowship to C.D.), and Novartis. Funding for the MIT Department of Chemistry Instrumentation Facility has been provided in part by NSF CHE-9808061 and NSF DBI-9729592.","year":2002,"lang":"en","type":"article","venue":"Angewandte Chemie International Edition","topic":"Catalytic Cross-Coupling Reactions","field":"Chemistry","cited_by":230,"is_retracted":false,"has_abstract":true,"ca_institutions":"","funders":"National Institute of General Medical Sciences","keywords":"Alkyl; Chemistry; Reactivity (psychology); Palladium; Catalysis; Ligand (biochemistry); Nonane; Coupling reaction; Coupling (piping); Medicinal chemistry; Stereochemistry; Organic chemistry","routes":{"ca_aff":false,"ca_fund":false,"ca_venue":false,"about_ca":true,"invisible_to_affiliation_only":true},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.00505487,0.0003277281,0.0004974083,0.0001313882,0.001025652,0.0002489909,0.0005656867,0.0001891276,0.00002183444],"category_scores_gemma":[0.003634369,0.0002282212,0.0001168397,0.0004140714,0.00145407,0.0005883282,0.0001879587,0.0003420113,6.115575e-8],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.001045217,"about_ca_system_score_gemma":0.002028391,"about_ca_topic_candidate":true,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.01971851,"about_ca_topic_score_gemma":0.01481087,"domain_scores_codex":[0.9959112,0.0000143468,0.001168851,0.0006268334,0.001769908,0.000508873],"domain_scores_gemma":[0.9945784,0.003132743,0.000717594,0.0002064695,0.001197311,0.0001674461],"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":[0.0006129748,0.0002286386,0.001576319,0.001300951,0.0003446298,2.242763e-7,0.00225091,0.0005629631,0.9623199,0.000384351,0.02979538,0.0006227734],"study_design_scores_gemma":[0.002339022,0.0001022225,0.0005538723,0.0003202202,0.00009582537,0.0000272564,0.001256565,0.01658572,0.9526044,0.0003933414,0.02544124,0.0002803401],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9661721,0.00103322,0.001824585,0.02231851,0.0002733656,0.00215576,0.006190118,0.00001579647,0.00001652692],"genre_scores_gemma":[0.9958388,0.0001348015,0.0008960942,0.0001511328,0.0001667844,0.001017824,0.001620916,0.00002631002,0.0001473317],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.02966669,"threshold_uncertainty_score":0.9868093,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.109019956513831,"score_gpt":0.3631119805062811,"score_spread":0.2540920239924501,"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."}}