{"id":"https://openalex.org/W1990699348","doi":"https://doi.org/10.1002/poc.615","title":"Effect of methyl and vinyl substitution on the geometries, relative stabilities and Diels\u2013Alder reactivities of phospholes: a DFT study","display_name":"Effect of methyl and vinyl substitution on the geometries, relative stabilities and Diels\u2013Alder reactivities of phospholes: a DFT study","publication_year":2003,"publication_date":"2003-03-26","ids":{"openalex":"https://openalex.org/W1990699348","doi":"https://doi.org/10.1002/poc.615","mag":"1990699348"},"language":"en","primary_location":{"id":"doi:10.1002/poc.615","doi":"https://doi.org/10.1002/poc.615","is_oa":false,"landing_page_url":"https://doi.org/10.1002/poc.615","pdf_url":null,"source":{"id":"https://openalex.org/S157344032","display_name":"Journal of Physical Organic Chemistry","issn_l":"0894-3230","issn":["0894-3230","1099-1395"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Physical Organic Chemistry","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/A5043811576","display_name":"K. Geetha","orcid":"https://orcid.org/0000-0002-0615-556X","observed_orcids":["https://orcid.org/0000-0002-0615-556X"]},"institutions":[{"id":"https://openalex.org/I175691731","display_name":"Pondicherry University","ror":"https://ror.org/01a3mef16","country_code":"IN","type":"education","lineage":["https://openalex.org/I175691731"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"K. Geetha","raw_affiliation_strings":["Department of Chemistry, Pondicherry University, Pondicherry 605 014, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Pondicherry University, Pondicherry 605 014, India","institution_ids":["https://openalex.org/I175691731"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5021701838","display_name":"Tandabany C. Dinadayalane","orcid":"https://orcid.org/0000-0002-5007-6615","observed_orcids":["https://orcid.org/0000-0002-5007-6615"]},"institutions":[{"id":"https://openalex.org/I175691731","display_name":"Pondicherry University","ror":"https://ror.org/01a3mef16","country_code":"IN","type":"education","lineage":["https://openalex.org/I175691731"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"T. C. Dinadayalane","raw_affiliation_strings":["Department of Chemistry, Pondicherry University, Pondicherry 605 014, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Pondicherry University, Pondicherry 605 014, India","institution_ids":["https://openalex.org/I175691731"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5042534009","display_name":"Garikapati Narahari Sastry","orcid":"https://orcid.org/0000-0003-3181-7673","observed_orcids":["https://orcid.org/0000-0003-3181-7673"]},"institutions":[{"id":"https://openalex.org/I175691731","display_name":"Pondicherry University","ror":"https://ror.org/01a3mef16","country_code":"IN","type":"education","lineage":["https://openalex.org/I175691731"]},{"id":"https://openalex.org/I55664587","display_name":"Indian Institute of Chemical Technology","ror":"https://ror.org/040dky007","country_code":"IN","type":"facility","lineage":["https://openalex.org/I2799351866","https://openalex.org/I4210134808","https://openalex.org/I55664587","https://openalex.org/I66760702"]}],"countries":["IN"],"is_corresponding":true,"raw_author_name":"G. Narahari Sastry","raw_affiliation_strings":["Department of Chemistry, Pondicherry University, Pondicherry 605 014, India","Molecular Modelling Group, Organic Chemical Sciences, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, Pondicherry University, Pondicherry 605 014, India","institution_ids":["https://openalex.org/I175691731"]},{"raw_affiliation_string":"Molecular Modelling Group, Organic Chemical Sciences, Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500 007, India","institution_ids":["https://openalex.org/I55664587"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5042534009"],"corresponding_institution_ids":["https://openalex.org/I175691731","https://openalex.org/I55664587"],"apc_list":{"value":3930,"currency":"USD","value_usd":3930},"apc_paid":null,"fwci":1.1185,"has_fulltext":false,"cited_by_count":19,"citation_normalized_percentile":{"value":0.71288411,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":95},"biblio":{"volume":"16","issue":"5","first_page":"298","last_page":"305"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12893","display_name":"Organic Chemistry Cycloaddition Reactions","score":0.8852999806404114,"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/T12893","display_name":"Organic Chemistry Cycloaddition Reactions","score":0.8852999806404114,"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":0.05559999868273735,"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/T10807","display_name":"Synthesis and characterization of novel inorganic/organometallic compounds","score":0.027899999171495438,"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"}}],"keywords":[{"id":"https://openalex.org/keywords/phospholes","display_name":"phospholes","score":0.996999979019165},{"id":"https://openalex.org/keywords/diels-alder-reaction","display_name":"Diels-Alder reaction","score":0.8600000143051147},{"id":"https://openalex.org/keywords/methyl-substitution","display_name":"methyl substitution","score":0.7820000052452087},{"id":"https://openalex.org/keywords/vinyl-substitution","display_name":"vinyl substitution","score":1.0},{"id":"https://openalex.org/keywords/relative-stability","display_name":"relative stability","score":0.5950000286102295},{"id":"https://openalex.org/keywords/activation-energy","display_name":"activation energy","score":0.6010000109672546},{"id":"https://openalex.org/keywords/transition-state","display_name":"transition state","score":0.7850000262260437},{"id":"https://openalex.org/keywords/charge-transfer","display_name":"charge transfer","score":0.6549999713897705},{"id":"https://openalex.org/keywords/distortion-energy","display_name":"distortion energy","score":0.8790000081062317},{"id":"https://openalex.org/keywords/phosphorus-heterocycles","display_name":"phosphorus heterocycles","score":0.640999972820282}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9153437614440918},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.6121735572814941},{"id":"https://openalex.org/C139358910","wikidata":"https://www.wikidata.org/wiki/Q725417","display_name":"Molecular orbital","level":3,"score":0.552779495716095},{"id":"https://openalex.org/C2776910235","wikidata":"https://www.wikidata.org/wiki/Q18574","display_name":"Reactivity (psychology)","level":3,"score":0.4419117271900177},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3739936947822571},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.22835859656333923},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.2041969895362854},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0},{"id":"https://openalex.org/C142724271","wikidata":"https://www.wikidata.org/wiki/Q7208","display_name":"Pathology","level":1,"score":0.0},{"id":"https://openalex.org/C204787440","wikidata":"https://www.wikidata.org/wiki/Q188504","display_name":"Alternative medicine","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/poc.615","doi":"https://doi.org/10.1002/poc.615","is_oa":false,"landing_page_url":"https://doi.org/10.1002/poc.615","pdf_url":null,"source":{"id":"https://openalex.org/S157344032","display_name":"Journal of Physical Organic Chemistry","issn_l":"0894-3230","issn":["0894-3230","1099-1395"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","ki-jl-1","norway-1","poland-40","russia-white-list-2"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Journal of Physical Organic Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320320719","display_name":"Department of Science and Technology, Ministry of Science and Technology, India","ror":"https://ror.org/0101xrq71"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":31,"referenced_works":["https://openalex.org/W1932895060","https://openalex.org/W1964481208","https://openalex.org/W1969657397","https://openalex.org/W1970683444","https://openalex.org/W1979289155","https://openalex.org/W1984054908","https://openalex.org/W1992090611","https://openalex.org/W2001697650","https://openalex.org/W2010912303","https://openalex.org/W2024405014","https://openalex.org/W2026108012","https://openalex.org/W2051300466","https://openalex.org/W2052479394","https://openalex.org/W2054021060","https://openalex.org/W2058719927","https://openalex.org/W2061509790","https://openalex.org/W2070067372","https://openalex.org/W2070973745","https://openalex.org/W2080067727","https://openalex.org/W2082942645","https://openalex.org/W2088263684","https://openalex.org/W2090064206","https://openalex.org/W2095437622","https://openalex.org/W2114463368","https://openalex.org/W2160790360","https://openalex.org/W2334333130","https://openalex.org/W2903930360","https://openalex.org/W2950721188","https://openalex.org/W2950876361","https://openalex.org/W2952217415","https://openalex.org/W3005189550"],"related_works":["https://openalex.org/W1984214259","https://openalex.org/W2072138181","https://openalex.org/W2048802497","https://openalex.org/W2047750392","https://openalex.org/W3012437144","https://openalex.org/W2089651229","https://openalex.org/W1976859244","https://openalex.org/W2056753264","https://openalex.org/W2126174151","https://openalex.org/W2038549726"],"abstract_inverted_index":{"Abstract":[0],"Equilibrium":[1],"geometries":[2],"and":[3,10,12,15,27,50,56,116,126,132,154],"the":[4,21,32,37,46,65,76,96,105,127,134,151],"relative":[5,48,61],"stabilities":[6,49,62],"of":[7,35,43,53,85,95,143],"1H\u2010,":[8,54],"2H\u2010":[9,55,136],"3H\u2010phospholes":[11,57],"their":[13],"methyl\u2010":[14],"vinyl\u2010substituted":[16],"analogs":[17],"were":[18,29,58,157],"computed":[19],"at":[20,150],"B3LYP/6\u201331G*":[22],"level.":[23],"The":[24,41,60,118,141],"transition":[25,152],"states":[26,153],"products":[28],"located":[30],"for":[31],"Diels\u2013Alder":[33,51],"reactions":[34],"all":[36],"dienes":[38],"with":[39],"ethylene.":[40],"effect":[42],"substitution":[44,66,84],"on":[45,67,91,122],"geometries,":[47],"reactivities":[52],"analyzed.":[59],"predict":[63],"that":[64,75],"phospholes":[68,98],"prefers":[69],"phosphorus":[70],"over":[71],"carbon.":[72],"Computations":[73],"show":[74],"activation":[77,102,112,128],"energies":[78,103,113,129,156],"are":[79,130],"not":[80],"altered":[81],"much":[82],"by":[83],"either":[86],"methyl":[87],"or":[88],"vinyl":[89],"groups":[90],"phospholes,":[92],"but":[93],"most":[94],"substituted":[97],"require":[99,110],"slightly":[100],"higher":[101],"than":[104,114],"corresponding":[106],"parent":[107],"phospholes.":[108],"2H\u2010phospholes":[109],"lower":[111],"1H\u2010":[115],"3H\u2010phospholes.":[117],"reactivity":[119],"ordering":[120],"based":[121],"FMO":[123],"energy":[124],"gaps":[125],"similar":[131],"follows":[133],"sequence":[135],">":[137,139],"3H\u2010":[138],"1H\u2010phospholes.":[140],"quantaum":[142],"charge\u2010transfer":[144],"values":[145],"from":[146],"diene":[147],"to":[148],"dienophile":[149],"distortion":[155],"calculated.":[158],"Copyright":[159],"\u00a9":[160],"2003":[161],"John":[162],"Wiley":[163],"&":[164],"Sons,":[165],"Ltd.":[166]},"counts_by_year":[{"year":2018,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2013,"cited_by_count":2}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}