{"id":"https://openalex.org/W3112338201","doi":"https://doi.org/10.1021/acscatal.0c04752","title":"Rapid Evaluation of the Mechanism of Buchwald\u2013Hartwig Amination and Aldol Reactions Using Intramolecular 13C Kinetic Isotope Effects","display_name":"Rapid Evaluation of the Mechanism of Buchwald\u2013Hartwig Amination and Aldol Reactions Using Intramolecular 13C Kinetic Isotope Effects","publication_year":2020,"publication_date":"2020-12-11","ids":{"openalex":"https://openalex.org/W3112338201","doi":"https://doi.org/10.1021/acscatal.0c04752","mag":"3112338201","pmid":"https://pubmed.ncbi.nlm.nih.gov/34659873","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/8516138"},"language":"en","primary_location":{"id":"doi:10.1021/acscatal.0c04752","doi":"https://doi.org/10.1021/acscatal.0c04752","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acscatal.0c04752","pdf_url":null,"source":{"id":"https://openalex.org/S37391459","display_name":"ACS Catalysis","issn_l":"2155-5435","issn":["2155-5435"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","norway-2","poland-200","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":"ACS Catalysis","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref","pubmed"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/8516138","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5048408050","display_name":"Victor Wambua","orcid":"https://orcid.org/0000-0003-1597-7394","observed_orcids":["https://orcid.org/0000-0003-1597-7394"]},"institutions":[{"id":"https://openalex.org/I123946342","display_name":"Binghamton University","ror":"https://ror.org/008rmbt77","country_code":"US","type":"education","lineage":["https://openalex.org/I123946342"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Victor Wambua","raw_affiliation_strings":["Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States"],"raw_orcid":"https://orcid.org/0000-0003-1597-7394","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States","institution_ids":["https://openalex.org/I123946342"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5014969589","display_name":"Jennifer S. Hirschi","orcid":"https://orcid.org/0000-0002-3470-0561","observed_orcids":["https://orcid.org/0000-0002-3470-0561"]},"institutions":[{"id":"https://openalex.org/I123946342","display_name":"Binghamton University","ror":"https://ror.org/008rmbt77","country_code":"US","type":"education","lineage":["https://openalex.org/I123946342"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Jennifer S. Hirschi","raw_affiliation_strings":["Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States","institution_ids":["https://openalex.org/I123946342"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5064931882","display_name":"Mathew J. Vetticatt","orcid":"https://orcid.org/0000-0001-5709-0885","observed_orcids":["https://orcid.org/0000-0001-5709-0885"]},"institutions":[{"id":"https://openalex.org/I123946342","display_name":"Binghamton University","ror":"https://ror.org/008rmbt77","country_code":"US","type":"education","lineage":["https://openalex.org/I123946342"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Mathew J. Vetticatt","raw_affiliation_strings":["Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States"],"raw_orcid":"https://orcid.org/0000-0001-5709-0885","affiliations":[{"raw_affiliation_string":"Department of Chemistry, Binghamton University, Binghamton, New York 13902, United States","institution_ids":["https://openalex.org/I123946342"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5014969589","https://openalex.org/A5064931882"],"corresponding_institution_ids":["https://openalex.org/I123946342"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":0.6788,"has_fulltext":false,"cited_by_count":19,"citation_normalized_percentile":{"value":0.60125492,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":98},"biblio":{"volume":"11","issue":"1","first_page":"60","last_page":"67"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12191","display_name":"Chemical Reaction Mechanisms","score":0.7573000192642212,"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/T12191","display_name":"Chemical Reaction Mechanisms","score":0.7573000192642212,"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/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.13089999556541443,"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/T10092","display_name":"Organometallic Complex Synthesis and Catalysis","score":0.017400000244379044,"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/buchwald-hartwig-amination","display_name":"Buchwald-Hartwig amination","score":0.9470000267028809},{"id":"https://openalex.org/keywords/aldol-reaction","display_name":"aldol reaction","score":0.7350000143051147},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.9160000085830688},{"id":"https://openalex.org/keywords/1-4-dibromobenzene","display_name":"1,4-dibromobenzene","score":0.9929999709129333},{"id":"https://openalex.org/keywords/enantioselectivity","display_name":"enantioselectivity","score":0.6899999976158142},{"id":"https://openalex.org/keywords/proline-catalysis","display_name":"proline catalysis","score":0.972000002861023},{"id":"https://openalex.org/keywords/transition-state","display_name":"transition state","score":0.6000000238418579},{"id":"https://openalex.org/keywords/asymmetric-catalysis","display_name":"asymmetric catalysis","score":0.5429999828338623}],"concepts":[{"id":"https://openalex.org/C198503264","wikidata":"https://www.wikidata.org/wiki/Q471635","display_name":"Amination","level":3,"score":0.8686268925666809},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7820545434951782},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.760465145111084},{"id":"https://openalex.org/C61156836","wikidata":"https://www.wikidata.org/wiki/Q494392","display_name":"Aldol reaction","level":3,"score":0.7358950972557068},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.5818475484848022},{"id":"https://openalex.org/C69928629","wikidata":"https://www.wikidata.org/wiki/Q1386472","display_name":"Kinetic isotope effect","level":3,"score":0.5670590400695801},{"id":"https://openalex.org/C65024703","wikidata":"https://www.wikidata.org/wiki/Q373406","display_name":"Reaction mechanism","level":3,"score":0.49103426933288574},{"id":"https://openalex.org/C28173026","wikidata":"https://www.wikidata.org/wiki/Q337361","display_name":"Kinetic resolution","level":4,"score":0.48224860429763794},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4614905118942261},{"id":"https://openalex.org/C163111631","wikidata":"https://www.wikidata.org/wiki/Q1952454","display_name":"Carbon-13 NMR","level":2,"score":0.4138090908527374},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.39076459407806396},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.36558985710144043},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.22016674280166626},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.0},{"id":"https://openalex.org/C58364064","wikidata":"https://www.wikidata.org/wiki/Q102296","display_name":"Deuterium","level":2,"score":0.0}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1021/acscatal.0c04752","doi":"https://doi.org/10.1021/acscatal.0c04752","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acscatal.0c04752","pdf_url":null,"source":{"id":"https://openalex.org/S37391459","display_name":"ACS Catalysis","issn_l":"2155-5435","issn":["2155-5435"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","norway-2","poland-200","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":"ACS Catalysis","raw_type":"journal-article"},{"id":"pmid:34659873","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/34659873","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":"ACS catalysis","raw_type":"Journal Article"},{"id":"pmh:oai:pubmedcentral.nih.gov:8516138","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/8516138","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"ACS Catal","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:pubmedcentral.nih.gov:8516138","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/8516138","pdf_url":null,"source":{"id":"https://openalex.org/S2764455111","display_name":"PubMed Central","issn_l":null,"issn":null,"is_oa":true,"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":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":"ACS Catal","raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G7939755699","display_name":"Novel Concepts and Mechanistic Probes in Catalysis","funder_award_id":"R01GM126283","funder_id":"https://openalex.org/F4320337354","funder_display_name":"National Institute of General Medical Sciences"}],"funders":[{"id":"https://openalex.org/F4320337354","display_name":"National Institute of General Medical Sciences","ror":"https://ror.org/04q48ey07"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":50,"referenced_works":["https://openalex.org/W55504300","https://openalex.org/W1567523921","https://openalex.org/W1674235549","https://openalex.org/W1972502496","https://openalex.org/W1972661867","https://openalex.org/W1973963845","https://openalex.org/W1987597827","https://openalex.org/W1992422332","https://openalex.org/W1999581086","https://openalex.org/W2001041076","https://openalex.org/W2003243466","https://openalex.org/W2006121758","https://openalex.org/W2009049692","https://openalex.org/W2013032090","https://openalex.org/W2016250289","https://openalex.org/W2020734718","https://openalex.org/W2023271753","https://openalex.org/W2036419895","https://openalex.org/W2040602303","https://openalex.org/W2046091476","https://openalex.org/W2046791726","https://openalex.org/W2052504881","https://openalex.org/W2055547313","https://openalex.org/W2065384906","https://openalex.org/W2068374114","https://openalex.org/W2070804743","https://openalex.org/W2072236973","https://openalex.org/W2078767842","https://openalex.org/W2078981916","https://openalex.org/W2082154710","https://openalex.org/W2084870239","https://openalex.org/W2091321653","https://openalex.org/W2092157292","https://openalex.org/W2096747776","https://openalex.org/W2129579634","https://openalex.org/W2134757709","https://openalex.org/W2143981217","https://openalex.org/W2150195378","https://openalex.org/W2150697053","https://openalex.org/W2162032472","https://openalex.org/W2165352032","https://openalex.org/W2269499161","https://openalex.org/W2331867056","https://openalex.org/W2782105727","https://openalex.org/W2796560946","https://openalex.org/W2801715076","https://openalex.org/W2806109741","https://openalex.org/W2944287009","https://openalex.org/W3020010674","https://openalex.org/W3081727548"],"related_works":["https://openalex.org/W2796560946","https://openalex.org/W2323062063","https://openalex.org/W7146138870","https://openalex.org/W2553956314","https://openalex.org/W2046791726","https://openalex.org/W2091321653","https://openalex.org/W1973600768","https://openalex.org/W6979802201","https://openalex.org/W2967270461","https://openalex.org/W2949668263"],"abstract_inverted_index":{"A":[0],"practical":[1,145],"approach":[2],"is":[3,39,126],"introduced":[4],"for":[5,84],"the":[6,28,64,67,99,120,153],"rapid":[7,82],"determination":[8,86],"of":[9,27,31,98,112,119,156],"13":[10,50,70],"C":[11,51,71],"kinetic":[12],"isotope":[13],"effects":[14],"that":[15],"utilizes":[16],"a":[17,60,110,144],"\u201cdesigned\u201d":[18],"reactant":[19],"with":[20,34],"two":[21],"identical":[22],"reaction":[23,125],"sites.":[24],"The":[25,116],"mechanism":[26,102],"Buchwald\u2013Hartwig":[29,100],"amination":[30,101],"tert":[32],"-butylbromobenzene":[33],"primary":[35],"and":[36,91,114],"secondary":[37],"amines":[38],"investigated":[40,104],"under":[41,105,160],"synthetically":[42,157],"relevant":[43,158],"catalytic":[44,161],"conditions":[45],"using":[46,75,129],"traditional":[47,95],"inter":[48],"molecular":[49,78],"NMR":[52],"methodology":[53,83,136],"at":[54],"natural":[55],"abundance.":[56],"Switching":[57],"to":[58,94,137,147],"1,4-dibromobenzene,":[59],"symmetric":[61],"bromoarene":[62],"as":[63,143],"designed":[65],"reactant,":[66],"same":[68],"experimental":[69],"KIEs":[72],"are":[73,103],"determined":[74],"an":[76],"intra":[77],"KIE":[79,85],"approach.":[80,131],"This":[81],"requires":[87],"substantially":[88],"less":[89],"material":[90],"time":[92],"compared":[93],"approaches.":[96],"Details":[97],"varying":[106],"synthetic":[107,141],"conditions,":[108],"namely":[109],"variety":[111],"halides":[113],"bases.":[115],"enantioselectivity-determining":[117],"step":[118],"l":[121],"-proline":[122],"catalyzed":[123],"aldol":[124],"also":[127],"evaluated":[128],"this":[130,134],"We":[132],"expect":[133],"mechanistic":[135],"gain":[138],"traction":[139],"among":[140],"chemists":[142],"technique":[146],"rapidly":[148],"obtain":[149],"high-resolution":[150],"information":[151],"regarding":[152],"transition":[154],"structure":[155],"reactions":[159],"conditions.":[162]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":4},{"year":2024,"cited_by_count":5},{"year":2023,"cited_by_count":1},{"year":2022,"cited_by_count":5},{"year":2021,"cited_by_count":1}],"updated_date":"2026-10-28T10:33:24.094632","created_date":"2020-12-21T00:00:00"}