{"id":"https://openalex.org/W2320829587","doi":"https://doi.org/10.1021/cs5012553","title":"Prospects for the Computational Design of BipyridineN,N\u2032-Dioxide Catalysts for Asymmetric Propargylation Reactions","display_name":"Prospects for the Computational Design of BipyridineN,N\u2032-Dioxide Catalysts for Asymmetric Propargylation Reactions","publication_year":2014,"publication_date":"2014-11-24","ids":{"openalex":"https://openalex.org/W2320829587","doi":"https://doi.org/10.1021/cs5012553","mag":"2320829587"},"language":"en","primary_location":{"id":"doi:10.1021/cs5012553","doi":"https://doi.org/10.1021/cs5012553","is_oa":false,"landing_page_url":"https://doi.org/10.1021/cs5012553","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"],"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/A5011570310","display_name":"Benjamin J. Rooks","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I91045830","display_name":"Texas A&M University","ror":"https://ror.org/01f5ytq51","country_code":"US","type":"education","lineage":["https://openalex.org/I91045830"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Benjamin J. Rooks","raw_affiliation_strings":["Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States","institution_ids":["https://openalex.org/I91045830"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5010849572","display_name":"Madison R. Haas","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I91045830","display_name":"Texas A&M University","ror":"https://ror.org/01f5ytq51","country_code":"US","type":"education","lineage":["https://openalex.org/I91045830"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Madison R. Haas","raw_affiliation_strings":["Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States","institution_ids":["https://openalex.org/I91045830"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5021817986","display_name":"Diana Sep\u00falveda","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I91045830","display_name":"Texas A&M University","ror":"https://ror.org/01f5ytq51","country_code":"US","type":"education","lineage":["https://openalex.org/I91045830"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Diana Sep\u00falveda","raw_affiliation_strings":["Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States","institution_ids":["https://openalex.org/I91045830"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5083266025","display_name":"Tongxiang Lu","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I91045830","display_name":"Texas A&M University","ror":"https://ror.org/01f5ytq51","country_code":"US","type":"education","lineage":["https://openalex.org/I91045830"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Tongxiang Lu","raw_affiliation_strings":["Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States","institution_ids":["https://openalex.org/I91045830"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5007309417","display_name":"Steven E. Wheeler","orcid":"https://orcid.org/0000-0001-7824-6906","observed_orcids":["https://orcid.org/0000-0001-7824-6906"]},"institutions":[{"id":"https://openalex.org/I91045830","display_name":"Texas A&M University","ror":"https://ror.org/01f5ytq51","country_code":"US","type":"education","lineage":["https://openalex.org/I91045830"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Steven E. Wheeler","raw_affiliation_strings":["Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Texas A&M University, College Station, Texas 77842, United States","institution_ids":["https://openalex.org/I91045830"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5007309417"],"corresponding_institution_ids":["https://openalex.org/I91045830"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":2.3486,"has_fulltext":false,"cited_by_count":48,"citation_normalized_percentile":{"value":0.87890792,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":99},"biblio":{"volume":"5","issue":"1","first_page":"272","last_page":"280"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.9613999724388123,"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/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.9613999724388123,"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/T13115","display_name":"Axial and Atropisomeric Chirality Synthesis","score":0.032999999821186066,"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/T12191","display_name":"Chemical Reaction Mechanisms","score":0.000699999975040555,"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/asymmetric-propargylation","display_name":"asymmetric propargylation","score":0.8370000123977661},{"id":"https://openalex.org/keywords/asymmetric-allylation","display_name":"asymmetric allylation","score":0.8029999732971191},{"id":"https://openalex.org/keywords/benzaldehyde","display_name":"benzaldehyde","score":0.847000002861023},{"id":"https://openalex.org/keywords/transition-state-optimization","display_name":"transition state optimization","score":0.734000027179718},{"id":"https://openalex.org/keywords/aaron","display_name":"Aaron","score":0.8510000109672546},{"id":"https://openalex.org/keywords/catalyst-screening","display_name":"catalyst screening","score":0.5019999742507935},{"id":"https://openalex.org/keywords/enantioselectivity","display_name":"enantioselectivity","score":0.5950000286102295}],"concepts":[{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.8101986646652222},{"id":"https://openalex.org/C2779336533","wikidata":"https://www.wikidata.org/wiki/Q413658","display_name":"Bipyridine","level":3,"score":0.6872998476028442},{"id":"https://openalex.org/C2779692420","wikidata":"https://www.wikidata.org/wiki/Q372524","display_name":"Benzaldehyde","level":3,"score":0.6050125956535339},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5724359154701233},{"id":"https://openalex.org/C164361826","wikidata":"https://www.wikidata.org/wiki/Q177604","display_name":"Alkylation","level":3,"score":0.562060534954071},{"id":"https://openalex.org/C181647583","wikidata":"https://www.wikidata.org/wiki/Q903429","display_name":"Stereoselectivity","level":3,"score":0.5327261686325073},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.46401938796043396},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.33725982904434204},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.30098649859428406},{"id":"https://openalex.org/C115624301","wikidata":"https://www.wikidata.org/wiki/Q895901","display_name":"Crystal structure","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/cs5012553","doi":"https://doi.org/10.1021/cs5012553","is_oa":false,"landing_page_url":"https://doi.org/10.1021/cs5012553","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"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1619063122","display_name":null,"funder_award_id":"CHE-1266022","funder_id":"https://openalex.org/F4320337393","funder_display_name":"Division of Chemistry"},{"id":"https://openalex.org/G966688835","display_name":null,"funder_award_id":"A-1775","funder_id":"https://openalex.org/F4320306196","funder_display_name":"Welch Foundation"}],"funders":[{"id":"https://openalex.org/F4320306196","display_name":"Welch Foundation","ror":"https://ror.org/00np6vq88"},{"id":"https://openalex.org/F4320337393","display_name":"Division of Chemistry","ror":"https://ror.org/01ar8dr59"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":68,"referenced_works":["https://openalex.org/W288270944","https://openalex.org/W1554938153","https://openalex.org/W1790777667","https://openalex.org/W1964819974","https://openalex.org/W1974420174","https://openalex.org/W1978584277","https://openalex.org/W1981353016","https://openalex.org/W1988636074","https://openalex.org/W1990061437","https://openalex.org/W1990178400","https://openalex.org/W1992680140","https://openalex.org/W1996599272","https://openalex.org/W1997151511","https://openalex.org/W2000310789","https://openalex.org/W2000798385","https://openalex.org/W2009113947","https://openalex.org/W2011215428","https://openalex.org/W2015734041","https://openalex.org/W2018080384","https://openalex.org/W2022624426","https://openalex.org/W2028295464","https://openalex.org/W2029541347","https://openalex.org/W2036519845","https://openalex.org/W2036967958","https://openalex.org/W2037570317","https://openalex.org/W2038083805","https://openalex.org/W2044591029","https://openalex.org/W2052530021","https://openalex.org/W2054742208","https://openalex.org/W2057074896","https://openalex.org/W2057575450","https://openalex.org/W2058210956","https://openalex.org/W2059258613","https://openalex.org/W2060031647","https://openalex.org/W2061708573","https://openalex.org/W2064535886","https://openalex.org/W2066246838","https://openalex.org/W2074484279","https://openalex.org/W2078009566","https://openalex.org/W2085500580","https://openalex.org/W2087809374","https://openalex.org/W2089951517","https://openalex.org/W2101782794","https://openalex.org/W2114379277","https://openalex.org/W2114490864","https://openalex.org/W2118446487","https://openalex.org/W2132524846","https://openalex.org/W2146070037","https://openalex.org/W2147047303","https://openalex.org/W2149631772","https://openalex.org/W2150697053","https://openalex.org/W2151134371","https://openalex.org/W2162187401","https://openalex.org/W2163858331","https://openalex.org/W2166124472","https://openalex.org/W2166399067","https://openalex.org/W2166837236","https://openalex.org/W2180894265","https://openalex.org/W2181014614","https://openalex.org/W2312853724","https://openalex.org/W2319534265","https://openalex.org/W2320560606","https://openalex.org/W2326060735","https://openalex.org/W2949774539","https://openalex.org/W2950894569","https://openalex.org/W2951534488","https://openalex.org/W2952159054","https://openalex.org/W4233042186"],"related_works":["https://openalex.org/W2530671512","https://openalex.org/W2057575450","https://openalex.org/W3088686314","https://openalex.org/W2087809374","https://openalex.org/W2018080384","https://openalex.org/W3107462220","https://openalex.org/W2950894569","https://openalex.org/W2803953008","https://openalex.org/W2151773590","https://openalex.org/W2901645598"],"abstract_inverted_index":{"Stereoselectivities":[0],"were":[1,50,138],"predicted":[2,65,83],"for":[3,31,45,58,72,109,124,157,182,199,215],"the":[4,23,36,41,54,62,75,107,118,146,172,183,216,228],"allylation":[5,111,135],"of":[6,38,40,56,61,74,121,134,148,175,185,192,218,231],"benzaldehyde":[7,186],"using":[8,187],"allyltrichlorosilanes":[9],"catalyzed":[10],"by":[11,22],"18":[12,60,76],"axially":[13],"chiral":[14],"bipyridine":[15,158,177,207],"N,":[16,178,208],"N":[17,32,159,209],"\u2032-dioxides.":[18],"This":[19],"was":[20],"facilitated":[21],"computational":[24,119],"toolkit":[25],"AARON":[26],"(Automated":[27],"Alkylation":[28],"Reaction":[29],"Optimizer":[30],"-oxides),":[33],"which":[34],"automates":[35],"optimization":[37],"all":[39,59],"required":[42],"transition-state":[43],"structures":[44],"such":[46,232],"reactions.":[47,128],"Overall,":[48],"we":[49,79,137,170,204],"able":[51,140],"to":[52,104,141],"predict":[53,106],"sense":[55],"stereoinduction":[57],"catalysts,":[63,136],"with":[64,70,224],"ee\u2019s":[66,82],"in":[67,113,150],"reasonable":[68,197],"agreement":[69],"experiment":[71],"15":[73],"catalysts.":[77],"Curiously,":[78],"find":[80],"that":[81,190,206],"from":[84],"relative":[85,96],"energy":[86,100],"barriers":[87],"are":[88],"more":[89],"reliable":[90],"than":[91],"those":[92],"based":[93],"on":[94],"either":[95],"enthalpy":[97],"or":[98],"free":[99],"barriers.":[101],"The":[102],"ability":[103],"correctly":[105],"stereoselectivities":[108,198],"these":[110,151,176,193],"catalysts":[112,181,194,221,233],"an":[114,212],"automated":[115],"fashion":[116],"portends":[117],"screening":[120],"potential":[122,173],"organocatalysts":[123],"this":[125,200],"and":[126],"related":[127],"By":[129],"studying":[130],"a":[131],"large":[132],"number":[133],"also":[139],"gain":[142],"new":[143],"insight":[144],"into":[145],"origin":[147],"stereoselectivity":[149],"reactions,":[152],"extending":[153],"our":[154],"previous":[155],"model":[156],"-oxide-catalyzed":[160],"alkylation":[161],"reactions":[162],"(":[163],"Organic":[164],"Letters":[165],"2012,":[166],"14,":[167],"5310).":[168],"Finally,":[169],"assessed":[171],"performance":[174],"N\u2032":[179],"-dioxide":[180],"propargylation":[184,220],"allenyltrichlorosilanes,":[188],"finding":[189],"two":[191],"should":[195,226],"provide":[196],"transformation.":[201],"Most":[202],"importantly,":[203],"show":[205],"\u2032-dioxides":[210],"constitute":[211],"ideal":[213],"scaffold":[214],"development":[217],"asymmetric":[219],"and,":[222],"along":[223],"AARON,":[225],"enable":[227],"rational":[229],"design":[230],"purely":[234],"through":[235],"computation.":[236]},"counts_by_year":[{"year":2025,"cited_by_count":2},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":2},{"year":2021,"cited_by_count":8},{"year":2020,"cited_by_count":5},{"year":2019,"cited_by_count":5},{"year":2018,"cited_by_count":7},{"year":2017,"cited_by_count":7},{"year":2016,"cited_by_count":5},{"year":2015,"cited_by_count":3},{"year":2014,"cited_by_count":1}],"updated_date":"2026-10-08T09:06:37.294493","created_date":"2016-06-24T00:00:00"}
