{"id":"https://openalex.org/W2000827337","doi":"https://doi.org/10.1080/00268970802537614","title":"Origin of substituent effects in edge-to-face aryl\u2013aryl interactions","display_name":"Origin of substituent effects in edge-to-face aryl\u2013aryl interactions","publication_year":2009,"publication_date":"2009-01-29","ids":{"openalex":"https://openalex.org/W2000827337","doi":"https://doi.org/10.1080/00268970802537614","mag":"2000827337","pmid":"https://pubmed.ncbi.nlm.nih.gov/20046948","pmcid":"https://www.ncbi.nlm.nih.gov/pmc/articles/2742475"},"language":"en","primary_location":{"id":"doi:10.1080/00268970802537614","doi":"https://doi.org/10.1080/00268970802537614","is_oa":false,"landing_page_url":"https://doi.org/10.1080/00268970802537614","pdf_url":null,"source":{"id":"https://openalex.org/S204809294","display_name":"Molecular Physics","issn_l":"0026-8976","issn":["0026-8976","1362-3028"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-d","jufo-1","norway-1","poland-70","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Molecular Physics","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/2742475","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","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/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Steven E. Wheeler","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095","Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095","institution_ids":["https://openalex.org/I161318765"]},{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA","institution_ids":["https://openalex.org/I161318765"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5042178740","display_name":"Kendall N. Houk","orcid":"https://orcid.org/0000-0002-8387-5261","observed_orcids":["https://orcid.org/0000-0002-8387-5261"]},"institutions":[{"id":"https://openalex.org/I161318765","display_name":"University of California, Los Angeles","ror":"https://ror.org/046rm7j60","country_code":"US","type":"education","lineage":["https://openalex.org/I161318765"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"K.N. Houk","raw_affiliation_strings":["Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095, USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry and Biochemistry, University of California, Los Angeles, CA 90095, USA","institution_ids":["https://openalex.org/I161318765"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5007309417"],"corresponding_institution_ids":["https://openalex.org/I161318765"],"apc_list":null,"apc_paid":null,"fwci":4.6112,"has_fulltext":false,"cited_by_count":94,"citation_normalized_percentile":{"value":0.95767624,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":95,"max":99},"biblio":{"volume":"107","issue":"8-12","first_page":"749","last_page":"760"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10798","display_name":"Crystallography and molecular interactions","score":0.5967000126838684,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/T10798","display_name":"Crystallography and molecular interactions","score":0.5967000126838684,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/T10002","display_name":"Advanced Chemical Physics Studies","score":0.3253999948501587,"subfield":{"id":"https://openalex.org/subfields/3107","display_name":"Atomic and Molecular Physics, and Optics"},"field":{"id":"https://openalex.org/fields/31","display_name":"Physics and Astronomy"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11298","display_name":"Synthesis and Properties of Aromatic Compounds","score":0.012000000104308128,"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/substituent-effects","display_name":"substituent effects","score":0.9330000281333923},{"id":"https://openalex.org/keywords/benzene-dimer","display_name":"benzene dimer","score":0.7979999780654907},{"id":"https://openalex.org/keywords/edge-to-face-interactions","display_name":"edge-to-face interactions","score":0.7210000157356262},{"id":"https://openalex.org/keywords/binding-energy","display_name":"binding energy","score":0.9179999828338623},{"id":"https://openalex.org/keywords/electrostatic-interactions","display_name":"electrostatic interactions","score":0.8550000190734863},{"id":"https://openalex.org/keywords/dispersion-interactions","display_name":"dispersion interactions","score":0.8550000190734863}],"concepts":[{"id":"https://openalex.org/C2778689049","wikidata":"https://www.wikidata.org/wiki/Q898422","display_name":"Substituent","level":2,"score":0.9351160526275635},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7834382057189941},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.7101232409477234},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.6235454082489014},{"id":"https://openalex.org/C2779546866","wikidata":"https://www.wikidata.org/wiki/Q531306","display_name":"Dimer","level":2,"score":0.6211603879928589},{"id":"https://openalex.org/C2781442258","wikidata":"https://www.wikidata.org/wiki/Q46310","display_name":"Ab initio","level":2,"score":0.5502274036407471},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.46195176243782043},{"id":"https://openalex.org/C2777691172","wikidata":"https://www.wikidata.org/wiki/Q2270","display_name":"Benzene","level":2,"score":0.4401406943798065},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.34644412994384766},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.2588232755661011},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.15648993849754333},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.08660480380058289}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1080/00268970802537614","doi":"https://doi.org/10.1080/00268970802537614","is_oa":false,"landing_page_url":"https://doi.org/10.1080/00268970802537614","pdf_url":null,"source":{"id":"https://openalex.org/S204809294","display_name":"Molecular Physics","issn_l":"0026-8976","issn":["0026-8976","1362-3028"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-d","jufo-1","norway-1","poland-70","russia-white-list-3"],"host_organization":"https://openalex.org/P4310320547","host_organization_name":"Taylor & Francis","host_organization_lineage":["https://openalex.org/P4310320547","https://openalex.org/P4310320449"],"host_organization_lineage_names":["Taylor & Francis","Informa"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Molecular Physics","raw_type":"journal-article"},{"id":"pmid:20046948","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/20046948","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":"Molecular physics","raw_type":"Journal Article"},{"id":"pmh:oai:pubmedcentral.nih.gov:2742475","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/2742475","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":"Mol Phys","raw_type":"Text"}],"best_oa_location":{"id":"pmh:oai:pubmedcentral.nih.gov:2742475","doi":null,"is_oa":true,"landing_page_url":"https://www.ncbi.nlm.nih.gov/pmc/articles/2742475","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":"Mol Phys","raw_type":"Text"},"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G2232747968","display_name":"Towards the ab Initio Prediction of Catalytic Proficiencies of Enzymes","funder_award_id":"F32GM082114","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":55,"referenced_works":["https://openalex.org/W1589031564","https://openalex.org/W1966689737","https://openalex.org/W1969510290","https://openalex.org/W1969885133","https://openalex.org/W1973981331","https://openalex.org/W1985585525","https://openalex.org/W1988789838","https://openalex.org/W1993004216","https://openalex.org/W1993077801","https://openalex.org/W1997386025","https://openalex.org/W1998677005","https://openalex.org/W2018218383","https://openalex.org/W2021577423","https://openalex.org/W2023550819","https://openalex.org/W2023988774","https://openalex.org/W2026698968","https://openalex.org/W2032147538","https://openalex.org/W2033602942","https://openalex.org/W2038991519","https://openalex.org/W2041591938","https://openalex.org/W2044828385","https://openalex.org/W2045403572","https://openalex.org/W2048631643","https://openalex.org/W2050775614","https://openalex.org/W2051441149","https://openalex.org/W2070203126","https://openalex.org/W2072342956","https://openalex.org/W2077020328","https://openalex.org/W2085336624","https://openalex.org/W2086614264","https://openalex.org/W2088281581","https://openalex.org/W2091825943","https://openalex.org/W2092930273","https://openalex.org/W2121717315","https://openalex.org/W2123540673","https://openalex.org/W2124835719","https://openalex.org/W2131781277","https://openalex.org/W2136210947","https://openalex.org/W2136443677","https://openalex.org/W2138333499","https://openalex.org/W2139509478","https://openalex.org/W2145602919","https://openalex.org/W2148941593","https://openalex.org/W2150697053","https://openalex.org/W2154550723","https://openalex.org/W2160790360","https://openalex.org/W2161596131","https://openalex.org/W2170790503","https://openalex.org/W2171404207","https://openalex.org/W2171445884","https://openalex.org/W2335051141","https://openalex.org/W2798279333","https://openalex.org/W4235862426","https://openalex.org/W4238020961","https://openalex.org/W4255886946"],"related_works":["https://openalex.org/W2044828385","https://openalex.org/W2032147538","https://openalex.org/W3021576932","https://openalex.org/W2018218383","https://openalex.org/W2049917643","https://openalex.org/W2050775614","https://openalex.org/W1964014905","https://openalex.org/W2055496948","https://openalex.org/W2331279495","https://openalex.org/W2328914697"],"abstract_inverted_index":{"Substituent":[0],"effects":[1,77,108,129,163],"in":[2,82,89,95,98,109],"the":[3,7,28,44,54,72,90,99,114,117,136,139,143,146,153,156,172,175,194],"edge-to-face":[4,45],"configuration":[5],"of":[6,58,84,106,113,116,145,152,171],"benzene":[8,46,110],"dimer":[9,30,47],"have":[10],"been":[11,25],"studied":[12],"using":[13,31],"modern":[14],"density":[15],"functional":[16],"theory.":[17,59],"An":[18],"accurate":[19],"interaction":[20,66],"potential":[21],"energy":[22,42],"curve":[23],"has":[24],"computed":[26],"for":[27,43,71,188],"unsubstituted":[29,157],"ab":[32],"initio":[33],"methods":[34],"with":[35,69,155,174,179],"large":[36],"basis":[37],"sets.":[38],"The":[39],"recommended":[40],"binding":[41],"is":[48,197],"2.31":[49],"kcal":[50],"mol(-1),":[51],"estimated":[52],"at":[53],"counterpoise-corrected":[55],"CCSD(T)/aug-cc-pVTZ":[56],"level":[57],"For":[60,125,159],"both":[61],"edge-ring":[62],"and":[63,142,149,168],"face-ring-substituted":[64,160],"dimers,":[65,111,127,161],"energies":[67],"correlate":[68],"sigma(m)":[70,180,189],"substituents,":[73],"indicating":[74],"that":[75],"substituent":[76,107,123,128,162],"can":[78],"be":[79],"understood":[80],"qualitatively":[81],"terms":[83],"simple":[85],"electrostatic":[86,133,167],"effects,":[87],"although":[88],"latter":[91],"case":[92],"dispersion":[93,169],"results":[94],"some":[96],"scatter":[97],"data.":[100],"In":[101],"contrast":[102],"to":[103],"prevailing":[104],"models":[105],"polarization":[112],"pi-system":[115],"substituted":[118,140],"ring":[119,141,148,185,196],"does":[120],"not":[121],"induce":[122],"effects.":[124],"edge-ring-substituted":[126],"arise":[130,164],"from":[131,165],"differential":[132],"interactions":[134,151,170],"between":[135],"hydrogens":[137],"on":[138,193],"pi-cloud":[144],"face":[147,195],"direct":[150,166],"substituents":[154,173],"ring.":[158,177],"edge":[176,184],"Substituents":[178],">":[181],"0.12":[182,191],"favor":[183],"substitution":[186,192],"while":[187],"<":[190],"preferred.":[198]},"counts_by_year":[{"year":2026,"cited_by_count":5},{"year":2025,"cited_by_count":7},{"year":2024,"cited_by_count":6},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":3},{"year":2021,"cited_by_count":3},{"year":2020,"cited_by_count":7},{"year":2019,"cited_by_count":3},{"year":2018,"cited_by_count":4},{"year":2017,"cited_by_count":5},{"year":2016,"cited_by_count":7},{"year":2015,"cited_by_count":8},{"year":2014,"cited_by_count":5},{"year":2013,"cited_by_count":6},{"year":2012,"cited_by_count":9}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}
