{"id":"https://openalex.org/W2068995133","doi":"https://doi.org/10.1021/om049876v","title":"In Search of Phosphavinyl Cations: A DFT Study of Electrophilic Attack on Phosphaacetylenes","display_name":"In Search of Phosphavinyl Cations: A DFT Study of Electrophilic Attack on Phosphaacetylenes","publication_year":2004,"publication_date":"2004-06-19","ids":{"openalex":"https://openalex.org/W2068995133","doi":"https://doi.org/10.1021/om049876v","mag":"2068995133"},"language":"en","primary_location":{"id":"doi:10.1021/om049876v","doi":"https://doi.org/10.1021/om049876v","is_oa":false,"landing_page_url":"https://doi.org/10.1021/om049876v","pdf_url":null,"source":{"id":"https://openalex.org/S4924609","display_name":"Organometallics","issn_l":"0276-7333","issn":["0276-7333","1520-6041"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-1","norway-2","poland-100","russia-white-list-1"],"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":"Organometallics","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"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/A5001472825","display_name":"Pierre M. Esteves","orcid":"https://orcid.org/0000-0001-6048-4690","observed_orcids":["https://orcid.org/0000-0001-6048-4690"]},"institutions":[{"id":"https://openalex.org/I122140584","display_name":"Universidade Federal do Rio de Janeiro","ror":"https://ror.org/03490as77","country_code":"BR","type":"education","lineage":["https://openalex.org/I122140584"]},{"id":"https://openalex.org/I149910238","display_name":"Kent State University","ror":"https://ror.org/049pfb863","country_code":"US","type":"education","lineage":["https://openalex.org/I149910238"]}],"countries":["BR","US"],"is_corresponding":true,"raw_author_name":"Pierre M. Esteves","raw_affiliation_strings":["Instituto de Qu\u00edmica, Universidade Federal do Rio de Janeiro, Cidade Universit\u00e1ria, CT, Bloco A, 21949-900, Rio de Janeiro, Brazil, and Department of Chemistry, Kent State University, Kent, Ohio 44242"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Instituto de Qu\u00edmica, Universidade Federal do Rio de Janeiro, Cidade Universit\u00e1ria, CT, Bloco A, 21949-900, Rio de Janeiro, Brazil, and Department of Chemistry, Kent State University, Kent, Ohio 44242","institution_ids":["https://openalex.org/I122140584","https://openalex.org/I149910238"]}]},{"author_position":"last","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":[{"id":"https://openalex.org/I122140584","display_name":"Universidade Federal do Rio de Janeiro","ror":"https://ror.org/03490as77","country_code":"BR","type":"education","lineage":["https://openalex.org/I122140584"]},{"id":"https://openalex.org/I149910238","display_name":"Kent State University","ror":"https://ror.org/049pfb863","country_code":"US","type":"education","lineage":["https://openalex.org/I149910238"]}],"countries":["BR","US"],"is_corresponding":true,"raw_author_name":"Kenneth K. Laali","raw_affiliation_strings":["Instituto de Qu\u00edmica, Universidade Federal do Rio de Janeiro, Cidade Universit\u00e1ria, CT, Bloco A, 21949-900, Rio de Janeiro, Brazil, and Department of Chemistry, Kent State University, Kent, Ohio 44242"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Instituto de Qu\u00edmica, Universidade Federal do Rio de Janeiro, Cidade Universit\u00e1ria, CT, Bloco A, 21949-900, Rio de Janeiro, Brazil, and Department of Chemistry, Kent State University, Kent, Ohio 44242","institution_ids":["https://openalex.org/I122140584","https://openalex.org/I149910238"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5001472825","https://openalex.org/A5040503085"],"corresponding_institution_ids":["https://openalex.org/I122140584","https://openalex.org/I149910238"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.654,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.66575342,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":96},"biblio":{"volume":"23","issue":"15","first_page":"3701","last_page":"3713"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10807","display_name":"Synthesis and characterization of novel inorganic/organometallic compounds","score":0.9189000129699707,"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"}},"topics":[{"id":"https://openalex.org/T10807","display_name":"Synthesis and characterization of novel inorganic/organometallic compounds","score":0.9189000129699707,"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/T11748","display_name":"Organophosphorus compounds synthesis","score":0.03909999877214432,"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/T13239","display_name":"Phosphorus compounds and reactions","score":0.010300000198185444,"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/electrophilic-attack","display_name":"electrophilic attack","score":0.9449999928474426},{"id":"https://openalex.org/keywords/protonation","display_name":"protonation","score":0.968999981880188},{"id":"https://openalex.org/keywords/nitration","display_name":"nitration","score":0.9860000014305115},{"id":"https://openalex.org/keywords/acetylation","display_name":"acetylation","score":0.996999979019165},{"id":"https://openalex.org/keywords/charge-delocalization","display_name":"charge delocalization","score":0.6959999799728394},{"id":"https://openalex.org/keywords/pi-complexes","display_name":"\u03c0-complexes","score":0.7630000114440918},{"id":"https://openalex.org/keywords/nmr-chemical-shifts","display_name":"NMR chemical shifts","score":0.7179999947547913},{"id":"https://openalex.org/keywords/giao","display_name":"gauge-including atomic orbitals","score":0.5720000267028809},{"id":"https://openalex.org/keywords/chelpg-charges","display_name":"CHELPG charges","score":0.8790000081062317},{"id":"https://openalex.org/keywords/2-2-cycloaddition","display_name":"[2+2] cycloaddition","score":0.9789999723434448},{"id":"https://openalex.org/keywords/organophosphorus-chemistry","display_name":"organophosphorus chemistry","score":0.6230000257492065}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9467054605484009},{"id":"https://openalex.org/C30095370","wikidata":"https://www.wikidata.org/wiki/Q899488","display_name":"Protonation","level":3,"score":0.9274734258651733},{"id":"https://openalex.org/C50027330","wikidata":"https://www.wikidata.org/wiki/Q908086","display_name":"Electrophile","level":3,"score":0.8767666816711426},{"id":"https://openalex.org/C70050531","wikidata":"https://www.wikidata.org/wiki/Q899089","display_name":"Delocalized electron","level":2,"score":0.7785093784332275},{"id":"https://openalex.org/C2775856698","wikidata":"https://www.wikidata.org/wiki/Q909607","display_name":"Nitration","level":2,"score":0.6900233030319214},{"id":"https://openalex.org/C111429119","wikidata":"https://www.wikidata.org/wiki/Q899127","display_name":"Chemical shift","level":2,"score":0.6215301156044006},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.49516478180885315},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.46215420961380005},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.4581443965435028},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.13234078884124756},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.128773033618927},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.10400158166885376}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/om049876v","doi":"https://doi.org/10.1021/om049876v","is_oa":false,"landing_page_url":"https://doi.org/10.1021/om049876v","pdf_url":null,"source":{"id":"https://openalex.org/S4924609","display_name":"Organometallics","issn_l":"0276-7333","issn":["0276-7333","1520-6041"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-a","jufo-1","norway-2","poland-100","russia-white-list-1"],"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":"Organometallics","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":28,"referenced_works":["https://openalex.org/W1956490449","https://openalex.org/W1968292965","https://openalex.org/W1979297533","https://openalex.org/W1994089496","https://openalex.org/W1996404372","https://openalex.org/W2002426928","https://openalex.org/W2004041761","https://openalex.org/W2004520223","https://openalex.org/W2005421750","https://openalex.org/W2035304202","https://openalex.org/W2039390557","https://openalex.org/W2042330515","https://openalex.org/W2046735472","https://openalex.org/W2052890020","https://openalex.org/W2063651977","https://openalex.org/W2063934090","https://openalex.org/W2072216848","https://openalex.org/W2081040699","https://openalex.org/W2085564002","https://openalex.org/W2093762368","https://openalex.org/W2096244535","https://openalex.org/W2137056475","https://openalex.org/W2151334055","https://openalex.org/W2171559616","https://openalex.org/W2332216356","https://openalex.org/W2406465441","https://openalex.org/W2953115145","https://openalex.org/W2956122686"],"related_works":["https://openalex.org/W2049992321","https://openalex.org/W4408815351","https://openalex.org/W2014684755","https://openalex.org/W2953115145","https://openalex.org/W2539218964","https://openalex.org/W2182791254","https://openalex.org/W2914579718","https://openalex.org/W2625436141","https://openalex.org/W4226262944","https://openalex.org/W2884007247"],"abstract_inverted_index":{"Electrophilic":[0],"attack":[1],"on":[2,46,159,183],"phosphaacetylenes":[3],"RCP":[4,18,165],"was":[5,65,213],"studied":[6],"by":[7],"DFT":[8],"at":[9],"the":[10,17,47,69,90,114,175,184,203,206,224],"B3LYP/":[11],"6-311++G**":[12],"level.":[13],"The":[14,133],"influence":[15],"of":[16,49,107,116,164,177,186,234],"structure":[19],"(with":[20,238],"R":[21],"=":[22],"H,":[23],"Me,":[24],"tBu,":[25],"SiMe":[26],"3,":[27,30],"F,":[28],"CF":[29],"NO":[31,57,167],"2":[32,44,58,136,139,142,146,168,212],"as":[33,35,62,104,227],"well":[34],"NH":[36],"2,":[37,39,41],"NMe":[38],"N(iPr)":[40],"and":[42,52,78,110,144,161,210,218,241],"N(t-Bu)":[43],")":[45],"outcome":[48],"protonation,":[50],"nitration,":[51],"acetylation":[53],"reactions":[54],"(H":[55],"+,":[56,59],"MeCO":[60],"+":[61,169,237],"representative":[63],"electrophiles)":[64],"examined.":[66],"Changes":[67],"in":[68,89,171,223],"computed":[70],"multinuclear":[71],"GIAO":[72],"NMR":[73,219],"chemical":[74,220],"shifts":[75],"(GIAO/B3LYP/":[76],"6-311++G**)":[77],"CHelpG":[79],"charges":[80],"were":[81,248],"employed":[82],"to":[83,98,113,150,174,215],"derive":[84],"comparative":[85],"charge":[86,156],"delocalization":[87],"modes":[88],"resulting":[91,225],"cations.":[92,118],"Whereas":[93],"parent":[94],"HCP":[95],"is":[96],"C-protonated":[97],"give":[99],"an":[100],"open":[101],"phosphavinyl":[102,195,208],"cation":[103,125,196],"minimum,":[105],"protonation":[106],"MeCP,":[108],"tBuCP,":[109],"FCP":[111],"leads":[112,170],"formation":[115,176],"hydrogen-bridged":[117],"With":[119,188],"Me":[120,138,189],"3":[121,190],"SiCP":[122],"a":[123,194],"bridged":[124],"results":[126],"that":[127],"exhibits":[128],"considerable":[129],"siliconium":[130],"ion":[131,231],"character.":[132],"amino-phosphaacetylenes":[134],"H":[135],"NCP,":[137,140,143],"(iPr)":[141],"(tBu)":[145],"NCP":[147],"are":[148],"P-protonated":[149],"generate":[151],"delocalized":[152],"cations":[153,209],"with":[154,166,246],"positive":[155],"mainly":[157],"residing":[158],"phosphorus":[160],"nitrogen.":[162],"Interaction":[163],"most":[172],"cases":[173],"oriented":[178],"\u03c0-complexes":[179],"whose":[180],"structures":[181],"depend":[182],"nature":[185],"R.":[187],"SiCP,":[191],"C-nitration":[192],"gives":[193],"involving":[197],"silicon":[198],"participation.":[199],"In":[200],"selected":[201],"cases,":[202],"interaction":[204],"between":[205],"optimized":[207],"SO":[211],"examined":[214],"explore":[216],"structural":[217],"shift":[221],"changes":[222],"complexes":[226],"models":[228],"for":[229],"stable":[230],"study.":[232],"Quenching":[233],"tBuCH":[235],"P":[236],"fluorosulfate":[239],"anion)":[240],"its":[242],"[2+2]":[243],"cycloaddition":[244],"reaction":[245],"tBuCP":[247],"also":[249],"studied.":[250]},"counts_by_year":[{"year":2017,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2013,"cited_by_count":2}],"updated_date":"2026-09-22T06:50:58.402377","created_date":"2016-06-24T00:00:00"}
