{"id":"https://openalex.org/W2060908291","doi":"https://doi.org/10.1039/a707423i","title":"Charge delocalization from cationic substituents into phenanthrene: variation in response among regioisomeric carbocations and carboxonium ions","display_name":"Charge delocalization from cationic substituents into phenanthrene: variation in response among regioisomeric carbocations and carboxonium ions","publication_year":1998,"publication_date":"1998-01-01","ids":{"openalex":"https://openalex.org/W2060908291","doi":"https://doi.org/10.1039/a707423i","mag":"2060908291"},"language":"en","primary_location":{"id":"doi:10.1039/a707423i","doi":"https://doi.org/10.1039/a707423i","is_oa":false,"landing_page_url":"https://doi.org/10.1039/a707423i","pdf_url":null,"source":{"id":"https://openalex.org/S4210187049","display_name":"Journal of the Chemical Society Perkin Transactions 2","issn_l":"0300-9580","issn":["0300-9580","1364-5471","1472-779X","2050-8239"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","norway-1"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the Chemical Society, Perkin Transactions 2","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/A5040503085","display_name":"Kenneth Khosrow Laali","orcid":"https://orcid.org/0000-0002-0294-844X","observed_orcids":["https://orcid.org/0000-0002-0294-844X"]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Kenneth K. Laali","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5049052472","display_name":"Sandro Hollenstein","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Sandro Hollenstein","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]}],"institutions":[],"countries_distinct_count":0,"institutions_distinct_count":0,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":0.6067,"has_fulltext":false,"cited_by_count":7,"citation_normalized_percentile":{"value":0.6243636,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":"4","first_page":"897","last_page":"904"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12191","display_name":"Chemical Reaction Mechanisms","score":0.5669000148773193,"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":0.5669000148773193,"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/T14068","display_name":"Organic and Inorganic Chemical Reactions","score":0.4088999927043915,"subfield":{"id":"https://openalex.org/subfields/1607","display_name":"Spectroscopy"},"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/T12410","display_name":"Structural and Chemical Analysis of Organic and Inorganic Compounds","score":0.0038999998942017555,"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/phenanthrene","display_name":"phenanthrene","score":0.9179999828338623},{"id":"https://openalex.org/keywords/carbocations","display_name":"carbocations","score":0.7979999780654907},{"id":"https://openalex.org/keywords/charge-delocalization","display_name":"charge delocalization","score":0.9509999752044678},{"id":"https://openalex.org/keywords/regioisomers","display_name":"regioisomers","score":0.8669999837875366},{"id":"https://openalex.org/keywords/cationic-substituents","display_name":"cationic substituents","score":0.8130000233650208},{"id":"https://openalex.org/keywords/low-temperature-nmr","display_name":"low-temperature NMR","score":0.7630000114440918},{"id":"https://openalex.org/keywords/conformational-analysis","display_name":"conformational analysis","score":0.7400000095367432},{"id":"https://openalex.org/keywords/epoxide-ring-opening","display_name":"epoxide ring opening","score":0.7789999842643738},{"id":"https://openalex.org/keywords/polycyclic-aromatic-hydrocarbons","display_name":"polycyclic aromatic hydrocarbons","score":0.9700000286102295},{"id":"https://openalex.org/keywords/cancer-induction","display_name":"cancer induction","score":0.4569999873638153}],"concepts":[{"id":"https://openalex.org/C109057382","wikidata":"https://www.wikidata.org/wiki/Q212270","display_name":"Carbocation","level":2,"score":0.968423068523407},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8835753202438354},{"id":"https://openalex.org/C70050531","wikidata":"https://www.wikidata.org/wiki/Q899089","display_name":"Delocalized electron","level":2,"score":0.8275641202926636},{"id":"https://openalex.org/C30095370","wikidata":"https://www.wikidata.org/wiki/Q899488","display_name":"Protonation","level":3,"score":0.7193753719329834},{"id":"https://openalex.org/C2776891815","wikidata":"https://www.wikidata.org/wiki/Q422037","display_name":"Phenanthrene","level":2,"score":0.6358848810195923},{"id":"https://openalex.org/C2776920199","wikidata":"https://www.wikidata.org/wiki/Q408028","display_name":"Epoxide","level":3,"score":0.6064007878303528},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.5256391763687134},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.4758736193180084},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3638223707675934},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.35937052965164185},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.34369295835494995},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.27057528495788574},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1039/a707423i","doi":"https://doi.org/10.1039/a707423i","is_oa":false,"landing_page_url":"https://doi.org/10.1039/a707423i","pdf_url":null,"source":{"id":"https://openalex.org/S4210187049","display_name":"Journal of the Chemical Society Perkin Transactions 2","issn_l":"0300-9580","issn":["0300-9580","1364-5471","1472-779X","2050-8239"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","norway-1"],"host_organization":"https://openalex.org/P4310320556","host_organization_name":"Royal Society of Chemistry","host_organization_lineage":["https://openalex.org/P4310320556"],"host_organization_lineage_names":["Royal Society of Chemistry"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of the Chemical Society, Perkin Transactions 2","raw_type":"journal-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":21,"referenced_works":["https://openalex.org/W1987449250","https://openalex.org/W1995127090","https://openalex.org/W2022837145","https://openalex.org/W2025871722","https://openalex.org/W2031681202","https://openalex.org/W2041786311","https://openalex.org/W2049111759","https://openalex.org/W2072318845","https://openalex.org/W2085215915","https://openalex.org/W2091116285","https://openalex.org/W2118845779","https://openalex.org/W2122215400","https://openalex.org/W2168131458","https://openalex.org/W2949885251","https://openalex.org/W2951048271","https://openalex.org/W2951503232","https://openalex.org/W2951733086","https://openalex.org/W2952779127","https://openalex.org/W2952898707","https://openalex.org/W2952920912","https://openalex.org/W3005407165"],"related_works":["https://openalex.org/W2952779127","https://openalex.org/W2048525731","https://openalex.org/W1977816687","https://openalex.org/W2022837145","https://openalex.org/W2953208201","https://openalex.org/W2950510974","https://openalex.org/W2027210277","https://openalex.org/W4251301238","https://openalex.org/W2117805615","https://openalex.org/W2114424036"],"abstract_inverted_index":{"In":[0],"an":[1],"effort":[2],"to":[3,108],"assess":[4],"charge":[5],"delocalization":[6,48],"and":[7,43,50,59],"stabilities,":[8],"a":[9],"series":[10],"of":[11,39,94,97],"regioisomeric":[12],"PAH\u2013C+R2":[13],"carbocations":[14,58],"(PAH":[15],"=":[16,19],"phenanthrene;":[17],"R":[18],"Me,":[20],"Ph)":[21],"were":[22,34],"generated":[23,36],"from":[24],"their":[25],"alcohols":[26],"by":[27,37],"ionization":[28],"with":[29,45],"FSO3H/SO2ClF.":[30,46],"Model":[31],"carboxonium":[32,60,73],"ions":[33,61,74],"also":[35,76],"O-protonation":[38],"the":[40,51,56,72,101],"isomeric":[41],"acetyl-":[42],"benzoyl-phenanthrenes":[44],"The":[47,78],"paths":[49],"arenium":[52],"ion":[53],"character":[54],"in":[55,71,89,111],"resulting":[57,79],"are":[62,75],"evaluated":[63],"via":[64],"low":[65],"temperature":[66],"NMR":[67],"studies;":[68],"conformational":[69],"aspects":[70],"addressed.":[77],"cations":[80],"may":[81],"serve":[82],"as":[83],"models":[84],"for":[85,99],"epoxide":[86,103],"ring":[87],"opening":[88],"biologically":[90],"active":[91],"dihydro":[92],"diols":[93],"several":[95],"classes":[96],"PAHs":[98],"which":[100],"diol":[102],"activation":[104],"path":[105],"is":[106],"believed":[107],"be":[109],"significant":[110],"cancer":[112],"induction.":[113]},"counts_by_year":[],"updated_date":"2026-09-22T06:50:58.402377","created_date":"2016-06-24T00:00:00"}