{"id":"https://openalex.org/W2018296355","doi":"https://doi.org/10.1021/ol8021808","title":"Matching the Chirality of Monodentate N-Heterocyclic Carbene Ligands: A Case Study on Well-Defined Palladium Complexes for the Asymmetric \u03b1-Arylation of Amides","display_name":"Matching the Chirality of Monodentate N-Heterocyclic Carbene Ligands: A Case Study on Well-Defined Palladium Complexes for the Asymmetric \u03b1-Arylation of Amides","publication_year":2008,"publication_date":"2008-11-19","ids":{"openalex":"https://openalex.org/W2018296355","doi":"https://doi.org/10.1021/ol8021808","mag":"2018296355","pmid":"https://pubmed.ncbi.nlm.nih.gov/19053729"},"language":"en","primary_location":{"id":"doi:10.1021/ol8021808","doi":"https://doi.org/10.1021/ol8021808","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol8021808","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","is_traditional":true,"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/A5088780516","display_name":"Xinjun Luan","orcid":"https://orcid.org/0000-0002-5692-0936","observed_orcids":["https://orcid.org/0000-0002-5692-0936"]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Xinjun Luan","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110065768","display_name":"Ronaldo Mariz","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Ronaldo Mariz","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5068348789","display_name":"Carine Robert","orcid":"https://orcid.org/0000-0003-3497-9846","observed_orcids":["https://orcid.org/0000-0003-3497-9846"]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Carine Robert","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5090629568","display_name":"Michele Gatti","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Michele Gatti","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5061371538","display_name":"S. Blumentritt","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Sascha Blumentritt","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5023684409","display_name":"Anthony Linden","orcid":"https://orcid.org/0000-0002-9343-9180","observed_orcids":["https://orcid.org/0000-0002-9343-9180"]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":false,"raw_author_name":"Anthony Linden","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5035305002","display_name":"Reto Dorta","orcid":"https://orcid.org/0000-0003-1240-2755","observed_orcids":["https://orcid.org/0000-0003-1240-2755"]},"institutions":[{"id":"https://openalex.org/I202697423","display_name":"University of Zurich","ror":"https://ror.org/02crff812","country_code":"CH","type":"education","lineage":["https://openalex.org/I202697423"]}],"countries":["CH"],"is_corresponding":true,"raw_author_name":"Reto Dorta","raw_affiliation_strings":["Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","School of Molecular Sciences"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Institute of Organic Chemistry, University of Zurich, Winterthurerstrasse 190, CH-8057 Zurich, Switzerland","institution_ids":["https://openalex.org/I202697423"]},{"raw_affiliation_string":"School of Molecular Sciences","institution_ids":[]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5035305002"],"corresponding_institution_ids":["https://openalex.org/I202697423"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":5.176,"has_fulltext":false,"cited_by_count":115,"citation_normalized_percentile":{"value":0.96420391,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":88,"max":99},"biblio":{"volume":"10","issue":"24","first_page":"5569","last_page":"5572"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11790","display_name":"N-Heterocyclic Carbenes in Organic and Inorganic Chemistry","score":0.9643999934196472,"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/T11790","display_name":"N-Heterocyclic Carbenes in Organic and Inorganic Chemistry","score":0.9643999934196472,"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/T11281","display_name":"Asymmetric Hydrogenation and Catalysis","score":0.013700000010430813,"subfield":{"id":"https://openalex.org/subfields/1604","display_name":"Inorganic 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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.00989999994635582,"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/n-heterocyclic-carbenes","display_name":"N-heterocyclic carbenes","score":0.9210000038146973},{"id":"https://openalex.org/keywords/palladium-complexes","display_name":"palladium complexes","score":0.8840000033378601},{"id":"https://openalex.org/keywords/asymmetric-catalysis","display_name":"asymmetric catalysis","score":0.7239999771118164},{"id":"https://openalex.org/keywords/amides","display_name":"amides","score":0.9580000042915344},{"id":"https://openalex.org/keywords/oxindoles","display_name":"oxindoles","score":0.8930000066757202},{"id":"https://openalex.org/keywords/diastereomer-separation","display_name":"diastereomer separation","score":0.7919999957084656},{"id":"https://openalex.org/keywords/absolute-configuration","display_name":"absolute configuration","score":0.765999972820282}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9338382482528687},{"id":"https://openalex.org/C2777164566","wikidata":"https://www.wikidata.org/wiki/Q419257","display_name":"Carbene","level":3,"score":0.8703024983406067},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.8635261654853821},{"id":"https://openalex.org/C138716334","wikidata":"https://www.wikidata.org/wiki/Q268477","display_name":"Diastereomer","level":2,"score":0.7818078398704529},{"id":"https://openalex.org/C178516000","wikidata":"https://www.wikidata.org/wiki/Q3023362","display_name":"Denticity","level":3,"score":0.736739993095398},{"id":"https://openalex.org/C124668440","wikidata":"https://www.wikidata.org/wiki/Q2305173","display_name":"Chirality (physics)","level":5,"score":0.7209557294845581},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.6022345423698425},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.5252275466918945},{"id":"https://openalex.org/C118792377","wikidata":"https://www.wikidata.org/wiki/Q108584245","display_name":"Selectivity","level":3,"score":0.5070769786834717},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.45629361271858215},{"id":"https://openalex.org/C45803636","wikidata":"https://www.wikidata.org/wiki/Q2937959","display_name":"Asymmetric carbon","level":3,"score":0.4263484477996826},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.18348002433776855},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.180293470621109},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.14922335743904114},{"id":"https://openalex.org/C115624301","wikidata":"https://www.wikidata.org/wiki/Q895901","display_name":"Crystal structure","level":2,"score":0.12052571773529053},{"id":"https://openalex.org/C7602139","wikidata":"https://www.wikidata.org/wiki/Q6718","display_name":"Quark","level":2,"score":0.0},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C52703039","wikidata":"https://www.wikidata.org/wiki/Q5101837","display_name":"Chiral symmetry breaking","level":3,"score":0.0},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.0},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0},{"id":"https://openalex.org/C20621625","wikidata":"https://www.wikidata.org/wiki/Q6961432","display_name":"Nambu\u2013Jona-Lasinio model","level":4,"score":0.0},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.0}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/ol8021808","doi":"https://doi.org/10.1021/ol8021808","is_oa":false,"landing_page_url":"https://doi.org/10.1021/ol8021808","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:19053729","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/19053729","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:pure.atira.dk:publications/6dac79f5-95b3-499d-9896-4127d608e9ac","doi":null,"is_oa":false,"landing_page_url":"https://research-repository.uwa.edu.au/en/publications/6dac79f5-95b3-499d-9896-4127d608e9ac","pdf_url":null,"source":{"id":"https://openalex.org/S4306402492","display_name":"UWA Profiles and Research Repository (UWA)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I177877127","host_organization_name":"The University of Western Australia","host_organization_lineage":["https://openalex.org/I177877127"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"Luan, X, Mariz, R, Robert, C, Gatti, M, Blumentritt, S, Linden, A & Dorta, R 2008, 'Matching the Chirality of Monodentate N-heterocyclic Carbene Ligands: A Case Study on Well-Defined Palladium Complexes for the Asymmetric \u03b1-Arylation of Amides', Organic Letters, vol. 10, no. 24, pp. 5569-5572. https://doi.org/10.1021/ol8021808","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":18,"referenced_works":["https://openalex.org/W1821032334","https://openalex.org/W1974713831","https://openalex.org/W1988050663","https://openalex.org/W1989513876","https://openalex.org/W1998481487","https://openalex.org/W2037241396","https://openalex.org/W2039298434","https://openalex.org/W2048297600","https://openalex.org/W2082059766","https://openalex.org/W2094154723","https://openalex.org/W2107060726","https://openalex.org/W2114430113","https://openalex.org/W2119423701","https://openalex.org/W2128806530","https://openalex.org/W2131914170","https://openalex.org/W2139407025","https://openalex.org/W2149476429","https://openalex.org/W2492185691"],"related_works":["https://openalex.org/W2950554964","https://openalex.org/W2313332298","https://openalex.org/W2093530598","https://openalex.org/W4377287340","https://openalex.org/W1974713831","https://openalex.org/W2950751873","https://openalex.org/W3175416600","https://openalex.org/W2009156556","https://openalex.org/W2071373132","https://openalex.org/W78511449"],"abstract_inverted_index":{"N-Heterocyclic":[0],"carbene":[1],"ligands":[2],"derived":[3],"from":[4],"C(2)-symmetric":[5],"diamines":[6],"with":[7,55],"naphthyl":[8],"side":[9],"chains":[10],"are":[11,22],"introduced":[12],"as":[13,27],"chiral":[14],"monodentate":[15],"ligands,":[16],"and":[17,32,40,65],"their":[18,41],"palladium":[19,34],"complexes":[20,35],"(NHC)Pd(cin)Cl":[21],"prepared.":[23],"These":[24],"compounds":[25],"exist":[26],"a":[28],"mixture":[29],"of":[30,52,72],"diastereomers,":[31],"the":[33,48,70,73],"can":[36,59],"be":[37,60],"successfully":[38],"separated":[39],"absolute":[42],"stereochemistry":[43],"assigned.":[44],"When":[45],"used":[46],"in":[47,62],"asymmetric":[49],"intramolecular":[50],"alpha-arylation":[51],"amides,":[53],"oxindoles":[54],"quaternary":[56],"carbon":[57],"centers":[58],"obtained":[61],"high":[63],"yield":[64],"selectivity":[66],"when":[67],"correctly":[68],"matching":[69],"chirality":[71],"NHC":[74],"complexes.":[75]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":5},{"year":2024,"cited_by_count":2},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":4},{"year":2021,"cited_by_count":9},{"year":2020,"cited_by_count":6},{"year":2019,"cited_by_count":6},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":7},{"year":2016,"cited_by_count":8},{"year":2015,"cited_by_count":4},{"year":2014,"cited_by_count":10},{"year":2013,"cited_by_count":7},{"year":2012,"cited_by_count":9}],"updated_date":"2026-11-07T11:25:07.637180","created_date":"2016-06-24T00:00:00"}