{"id":"https://openalex.org/W2000855413","doi":"https://doi.org/10.1021/ol015827s","title":"Highly Efficient Heck Reactions of Aryl Bromides with n-Butyl Acrylate Mediated by a Palladium/Phosphine\u2212Imidazolium Salt System","display_name":"Highly Efficient Heck Reactions of Aryl Bromides with n-Butyl Acrylate Mediated by a Palladium/Phosphine\u2212Imidazolium Salt System","publication_year":2001,"publication_date":"2001-04-26","ids":{"openalex":"https://openalex.org/W2000855413","doi":"https://doi.org/10.1021/ol015827s","mag":"2000855413","pmid":"https://pubmed.ncbi.nlm.nih.gov/11388854"},"language":"en","primary_location":{"id":"doi:10.1021/ol015827s","doi":"https://doi.org/10.1021/ol015827s","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol015827s","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5089900071","display_name":"Chuluo Yang","orcid":"https://orcid.org/0000-0001-9337-3460","observed_orcids":["https://orcid.org/0000-0001-9337-3460","https://orcid.org/0000-0001-9291-0586","https://orcid.org/0000-0003-3285-0053"]},"institutions":[{"id":"https://openalex.org/I192396691","display_name":"LSU New Orleans","ror":"https://ror.org/034mtvk83","country_code":"US","type":"education","lineage":["https://openalex.org/I192396691"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Chuluo Yang","raw_affiliation_strings":["Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","Department of Chemistry, University of New Orleans New Orleans, Louisiana, 70148, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]},{"raw_affiliation_string":"Department of Chemistry, University of New Orleans New Orleans, Louisiana, 70148, USA","institution_ids":["https://openalex.org/I192396691"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5063904325","display_name":"Hon Man Lee","orcid":"https://orcid.org/0000-0002-9557-3914","observed_orcids":["https://orcid.org/0000-0002-9557-3914"]},"institutions":[{"id":"https://openalex.org/I192396691","display_name":"LSU New Orleans","ror":"https://ror.org/034mtvk83","country_code":"US","type":"education","lineage":["https://openalex.org/I192396691"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Hon Man Lee","raw_affiliation_strings":["Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5088100698","display_name":"Steven P. Nolan","orcid":"https://orcid.org/0000-0001-9024-2035","observed_orcids":["https://orcid.org/0000-0001-9024-2035"]},"institutions":[{"id":"https://openalex.org/I192396691","display_name":"LSU New Orleans","ror":"https://ror.org/034mtvk83","country_code":"US","type":"education","lineage":["https://openalex.org/I192396691"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Steven P. Nolan","raw_affiliation_strings":["Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148","institution_ids":["https://openalex.org/I192396691"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I192396691"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":13.0985,"has_fulltext":false,"cited_by_count":256,"citation_normalized_percentile":{"value":0.99584219,"is_in_top_1_percent":true,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":93,"max":100},"biblio":{"volume":"3","issue":"10","first_page":"1511","last_page":"1514"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":1.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":1.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":9.999999747378752e-05,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13239","display_name":"Phosphorus compounds and reactions","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/heck-reaction","display_name":"Heck reaction","score":0.8999999761581421},{"id":"https://openalex.org/keywords/aryl-bromides","display_name":"aryl bromides","score":0.9649999737739563},{"id":"https://openalex.org/keywords/n-butyl-acrylate","display_name":"butyl acrylate","score":0.9980000257492065},{"id":"https://openalex.org/keywords/palladium-catalysis","display_name":"palladium catalysis","score":0.7670000195503235},{"id":"https://openalex.org/keywords/phosphine-ligands","display_name":"phosphine ligands","score":0.5529999732971191},{"id":"https://openalex.org/keywords/imidazolium-salts","display_name":"imidazolium salts","score":0.7509999871253967},{"id":"https://openalex.org/keywords/palladium-ii-acetate","display_name":"palladium(II) acetate","score":0.4970000088214874},{"id":"https://openalex.org/keywords/cesium-carbonate-base","display_name":"cesium carbonate base","score":0.7789999842643738}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9267005324363708},{"id":"https://openalex.org/C2777716191","wikidata":"https://www.wikidata.org/wiki/Q207877","display_name":"Phosphine","level":3,"score":0.8764357566833496},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.8673989772796631},{"id":"https://openalex.org/C168896768","wikidata":"https://www.wikidata.org/wiki/Q899916","display_name":"Heck reaction","level":4,"score":0.7702364921569824},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.6964583396911621},{"id":"https://openalex.org/C2776371256","wikidata":"https://www.wikidata.org/wiki/Q12370","display_name":"Salt (chemistry)","level":2,"score":0.6888276934623718},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.5941518545150757},{"id":"https://openalex.org/C2779989194","wikidata":"https://www.wikidata.org/wiki/Q343016","display_name":"Acrylate","level":4,"score":0.5681397318840027},{"id":"https://openalex.org/C42058472","wikidata":"https://www.wikidata.org/wiki/Q810214","display_name":"Base (topology)","level":2,"score":0.5466939210891724},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.45666083693504333},{"id":"https://openalex.org/C2778004933","wikidata":"https://www.wikidata.org/wiki/Q343028","display_name":"Methyl acrylate","level":4,"score":0.4488780200481415},{"id":"https://openalex.org/C2780076828","wikidata":"https://www.wikidata.org/wiki/Q343005","display_name":"Butyl acrylate","level":5,"score":0.4393406808376312},{"id":"https://openalex.org/C188027245","wikidata":"https://www.wikidata.org/wiki/Q750446","display_name":"Polymer chemistry","level":1,"score":0.40308651328086853},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.38052648305892944},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.11324411630630493},{"id":"https://openalex.org/C15920480","wikidata":"https://www.wikidata.org/wiki/Q421281","display_name":"Copolymer","level":3,"score":0.036712646484375},{"id":"https://openalex.org/C134306372","wikidata":"https://www.wikidata.org/wiki/Q7754","display_name":"Mathematical analysis","level":1,"score":0.0},{"id":"https://openalex.org/C33923547","wikidata":"https://www.wikidata.org/wiki/Q395","display_name":"Mathematics","level":0,"score":0.0},{"id":"https://openalex.org/C521977710","wikidata":"https://www.wikidata.org/wiki/Q81163","display_name":"Polymer","level":2,"score":0.0}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/ol015827s","doi":"https://doi.org/10.1021/ol015827s","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol015827s","pdf_url":null,"source":{"id":"https://openalex.org/S201989124","display_name":"Organic Letters","issn_l":"1523-7052","issn":["1523-7052","1523-7060"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Letters","raw_type":"journal-article"},{"id":"pmid:11388854","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/11388854","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic letters","raw_type":"Journal Article"},{"id":"pmh:oai:archive.ugent.be:8170685","doi":null,"is_oa":false,"landing_page_url":"https://biblio.ugent.be/publication/8170685","pdf_url":null,"source":{"id":"https://openalex.org/S4306400478","display_name":"Ghent University Academic Bibliography (Ghent University)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I32597200","host_organization_name":"Ghent University","host_organization_lineage":["https://openalex.org/I32597200"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"ISSN: 1523-7060","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":null,"sustainable_development_goals":[],"sustainable_development_goals_aurora":[{"score":0.6899999976158142,"id":"https://metadata.un.org/sdg/6","display_name":"Clean water and sanitation"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":36,"referenced_works":["https://openalex.org/W1964155359","https://openalex.org/W1966206124","https://openalex.org/W1967183259","https://openalex.org/W1974783031","https://openalex.org/W1978023447","https://openalex.org/W1981754097","https://openalex.org/W1982980014","https://openalex.org/W1983149111","https://openalex.org/W1983996679","https://openalex.org/W2003178045","https://openalex.org/W2003951561","https://openalex.org/W2015377195","https://openalex.org/W2032908754","https://openalex.org/W2036527833","https://openalex.org/W2040629853","https://openalex.org/W2053349074","https://openalex.org/W2055043360","https://openalex.org/W2055927979","https://openalex.org/W2064988529","https://openalex.org/W2065561546","https://openalex.org/W2081069571","https://openalex.org/W2091052476","https://openalex.org/W2101222783","https://openalex.org/W2101647682","https://openalex.org/W2107751342","https://openalex.org/W2113348154","https://openalex.org/W2119688276","https://openalex.org/W2497333558","https://openalex.org/W2949739759","https://openalex.org/W2949781028","https://openalex.org/W2950456446","https://openalex.org/W2952293795","https://openalex.org/W3197049103","https://openalex.org/W4211172071","https://openalex.org/W4252051302","https://openalex.org/W4285719527"],"related_works":["https://openalex.org/W2315644161","https://openalex.org/W2913849051","https://openalex.org/W2351466584","https://openalex.org/W1974183445","https://openalex.org/W2951678759","https://openalex.org/W2953325170","https://openalex.org/W2078286614","https://openalex.org/W2111408550","https://openalex.org/W2957540344","https://openalex.org/W2057036363"],"abstract_inverted_index":{"[reaction:":[0],"see":[1],"text]":[2],"A":[3,15],"new":[4],"phosphine-imidazolium":[5],"salt,":[6],"L.HBr":[7,28],"(1,":[8],"L":[9],"=":[10],"(1-ethylenediphenylphosphino-3-(mesityl))imidazol-2-ylidene),":[11],"has":[12,39],"been":[13],"prepared.":[14],"combination":[16],"of":[17,21,27,32,35,50],"0.5":[18,24],"mol":[19,25],"%":[20,26],"Pd(dba)(2)":[22],"and":[23],"in":[29,45],"the":[30,46],"presence":[31],"2":[33],"equiv":[34],"Cs(2)CO(3)":[36],"as":[37],"base":[38],"proven":[40],"to":[41,55],"be":[42],"highly":[43],"efficient":[44],"Heck":[47],"coupling":[48],"reactions":[49],"aryl":[51,57],"bromides":[52],"(from":[53],"electron-deficient":[54],"electron-rich":[56],"bromides)":[58],"with":[59],"n-butyl":[60],"acrylate.":[61]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":3},{"year":2024,"cited_by_count":3},{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":4},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":5},{"year":2018,"cited_by_count":2},{"year":2017,"cited_by_count":7},{"year":2016,"cited_by_count":6},{"year":2015,"cited_by_count":6},{"year":2014,"cited_by_count":8},{"year":2013,"cited_by_count":14},{"year":2012,"cited_by_count":13}],"updated_date":"2026-10-16T09:59:22.235173","created_date":"2016-06-24T00:00:00"}