{"id":"https://openalex.org/W2340990339","doi":"https://doi.org/10.1002/poc.3541","title":"Piperidine\u2010appended imidazolium ionic liquids as task\u2010specific catalysts: computational study, synthesis, and multinuclear NMR","display_name":"Piperidine\u2010appended imidazolium ionic liquids as task\u2010specific catalysts: computational study, synthesis, and multinuclear NMR","publication_year":2016,"publication_date":"2016-02-23","ids":{"openalex":"https://openalex.org/W2340990339","doi":"https://doi.org/10.1002/poc.3541","mag":"2340990339"},"language":"en","primary_location":{"id":"doi:10.1002/poc.3541","doi":"https://doi.org/10.1002/poc.3541","is_oa":true,"landing_page_url":"https://doi.org/10.1002/poc.3541","pdf_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/poc.3541","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","indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"bronze","oa_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/poc.3541","any_repository_has_fulltext":true},"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":[{"id":"https://openalex.org/I11874761","display_name":"University of North Florida","ror":"https://ror.org/01j903a45","country_code":"US","type":"education","lineage":["https://openalex.org/I11874761"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Kenneth K. Laali","raw_affiliation_strings":["Department of Chemistry, University of North Florida, 1, UNF Drive, Jacksonville, FL, 32224 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of North Florida, 1, UNF Drive, Jacksonville, FL, 32224 USA","institution_ids":["https://openalex.org/I11874761"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5033368964","display_name":"Arezu Jamalian","orcid":"https://orcid.org/0009-0003-4820-8599","observed_orcids":["https://orcid.org/0009-0003-4820-8599"]},"institutions":[{"id":"https://openalex.org/I11874761","display_name":"University of North Florida","ror":"https://ror.org/01j903a45","country_code":"US","type":"education","lineage":["https://openalex.org/I11874761"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Arezu Jamalian","raw_affiliation_strings":["Department of Chemistry, University of North Florida, 1, UNF Drive, Jacksonville, FL, 32224 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of North Florida, 1, UNF Drive, Jacksonville, FL, 32224 USA","institution_ids":["https://openalex.org/I11874761"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5044101962","display_name":"Gabriela L. Borosky","orcid":"https://orcid.org/0000-0001-7660-962X","observed_orcids":["https://orcid.org/0000-0001-7660-962X"]},"institutions":[{"id":"https://openalex.org/I151201029","display_name":"Consejo Nacional de Investigaciones Cient\u00edficas y T\u00e9cnicas","ror":"https://ror.org/03cqe8w59","country_code":"AR","type":"government","lineage":["https://openalex.org/I151201029","https://openalex.org/I4210123736","https://openalex.org/I4387155568"]},{"id":"https://openalex.org/I166401450","display_name":"Universidad Nacional de C\u00f3rdoba","ror":"https://ror.org/056tb7j80","country_code":"AR","type":"education","lineage":["https://openalex.org/I166401450"]}],"countries":["AR"],"is_corresponding":true,"raw_author_name":"Gabriela L. Borosky","raw_affiliation_strings":["INFIQC, CONICET and Departamento de Matem\u00e1tica y F\u00edsica, Facultad de Ciencias Qu\u00edmicas Universidad Nacional de C\u00f3rdoba, Ciudad Universitaria  C\u00f3rdoba 5000 Argentina"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"INFIQC, CONICET and Departamento de Matem\u00e1tica y F\u00edsica, Facultad de Ciencias Qu\u00edmicas Universidad Nacional de C\u00f3rdoba, Ciudad Universitaria  C\u00f3rdoba 5000 Argentina","institution_ids":["https://openalex.org/I151201029","https://openalex.org/I166401450"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5040503085","https://openalex.org/A5044101962"],"corresponding_institution_ids":["https://openalex.org/I11874761","https://openalex.org/I151201029","https://openalex.org/I166401450"],"apc_list":{"value":3930,"currency":"USD","value_usd":3930},"apc_paid":null,"fwci":0.3057,"has_fulltext":true,"cited_by_count":3,"citation_normalized_percentile":{"value":0.55764526,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":96},"biblio":{"volume":"29","issue":"7","first_page":"346","last_page":"351"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T11790","display_name":"N-Heterocyclic Carbenes in Organic and Inorganic Chemistry","score":0.7943999767303467,"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/T11790","display_name":"N-Heterocyclic Carbenes in Organic and Inorganic Chemistry","score":0.7943999767303467,"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/T10480","display_name":"Ionic liquids properties and applications","score":0.20499999821186066,"subfield":{"id":"https://openalex.org/subfields/1503","display_name":"Catalysis"},"field":{"id":"https://openalex.org/fields/15","display_name":"Chemical Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T11281","display_name":"Asymmetric Hydrogenation and Catalysis","score":9.999999747378752e-05,"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/imidazolium-based-ionic-liquids","display_name":"imidazolium ionic liquids","score":0.9959999918937683},{"id":"https://openalex.org/keywords/piperidine","display_name":"piperidine","score":0.7829999923706055},{"id":"https://openalex.org/keywords/n-heterocyclic-carbenes","display_name":"N-heterocyclic carbenes","score":0.8539999723434448},{"id":"https://openalex.org/keywords/proton-transfer","display_name":"proton transfer","score":0.7749999761581421},{"id":"https://openalex.org/keywords/counterion-effects","display_name":"counterion effects","score":0.7599999904632568},{"id":"https://openalex.org/keywords/solvent-effects","display_name":"solvent effects","score":0.8190000057220459},{"id":"https://openalex.org/keywords/multinuclear-nmr-spectroscopy","display_name":"multinuclear NMR","score":0.5649999976158142}],"concepts":[{"id":"https://openalex.org/C2781462491","wikidata":"https://www.wikidata.org/wiki/Q410234","display_name":"Piperidine","level":2,"score":0.9084890484809875},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9061287641525269},{"id":"https://openalex.org/C2777164566","wikidata":"https://www.wikidata.org/wiki/Q419257","display_name":"Carbene","level":3,"score":0.7448029518127441},{"id":"https://openalex.org/C2776568683","wikidata":"https://www.wikidata.org/wiki/Q23005640","display_name":"Moiety","level":2,"score":0.6207190752029419},{"id":"https://openalex.org/C154881586","wikidata":"https://www.wikidata.org/wiki/Q898579","display_name":"Ionic liquid","level":3,"score":0.5814256072044373},{"id":"https://openalex.org/C2777454769","wikidata":"https://www.wikidata.org/wiki/Q11172462","display_name":"Methylene","level":2,"score":0.5255785584449768},{"id":"https://openalex.org/C103319777","wikidata":"https://www.wikidata.org/wiki/Q1979695","display_name":"Proton NMR","level":2,"score":0.4258323311805725},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.4191006124019623},{"id":"https://openalex.org/C2780471494","wikidata":"https://www.wikidata.org/wiki/Q146505","display_name":"Solvent","level":2,"score":0.41879093647003174},{"id":"https://openalex.org/C152365726","wikidata":"https://www.wikidata.org/wiki/Q1048589","display_name":"Density functional theory","level":2,"score":0.4173106849193573},{"id":"https://openalex.org/C164361826","wikidata":"https://www.wikidata.org/wiki/Q177604","display_name":"Alkylation","level":3,"score":0.41309306025505066},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3368368148803711},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.29474857449531555},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.2836587429046631},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2566263675689697}],"mesh":[],"locations_count":3,"locations":[{"id":"doi:10.1002/poc.3541","doi":"https://doi.org/10.1002/poc.3541","is_oa":true,"landing_page_url":"https://doi.org/10.1002/poc.3541","pdf_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/poc.3541","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"},{"id":"pmh:oai:digitalcommons.unf.edu:unf_faculty_publications-3132","doi":null,"is_oa":false,"landing_page_url":"https://digitalcommons.unf.edu/unf_faculty_publications/2133","pdf_url":null,"source":{"id":"https://openalex.org/S4306401214","display_name":"University of North Florida Digital Commons (University of North Florida)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I11874761","host_organization_name":"University of North Florida","host_organization_lineage":["https://openalex.org/I11874761"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"UNF Faculty Research and Scholarship","raw_type":"text"},{"id":"pmh:oai:ri.conicet.gov.ar:11336/51882","doi":null,"is_oa":true,"landing_page_url":"http://hdl.handle.net/11336/51882","pdf_url":null,"source":{"id":"https://openalex.org/S4306402455","display_name":"CONICET Digital (CONICET)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I4210148385","host_organization_name":"Biomedicine Research Institute of Buenos Aires - CONICET - Partner Institute of the Max Planck Society","host_organization_lineage":["https://openalex.org/I4210148385"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by-nc-sa","license_id":"https://openalex.org/licenses/cc-by-nc-sa","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":"","raw_type":"info:eu-repo/semantics/article"}],"best_oa_location":{"id":"doi:10.1002/poc.3541","doi":"https://doi.org/10.1002/poc.3541","is_oa":true,"landing_page_url":"https://doi.org/10.1002/poc.3541","pdf_url":"https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/poc.3541","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"},"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[{"id":"https://openalex.org/F4320310869","display_name":"University of North Florida","ror":"https://ror.org/01j903a45"},{"id":"https://openalex.org/F4320312064","display_name":"Universidad Nacional de C\u00f3rdoba","ror":"https://ror.org/056tb7j80"},{"id":"https://openalex.org/F4320321594","display_name":"Consejo Nacional de Investigaciones Cient\u00edficas y T\u00e9cnicas","ror":"https://ror.org/03cqe8w59"}],"has_content":{"grobid_xml":true,"pdf":true},"content_urls":{"pdf":"https://content.openalex.org/works/W2340990339.pdf","grobid_xml":"https://content.openalex.org/works/W2340990339.grobid-xml"},"referenced_works_count":33,"referenced_works":["https://openalex.org/W1855045939","https://openalex.org/W1934527190","https://openalex.org/W1967232871","https://openalex.org/W1970869545","https://openalex.org/W1980922136","https://openalex.org/W1984614201","https://openalex.org/W1995042715","https://openalex.org/W2002824656","https://openalex.org/W2023271753","https://openalex.org/W2025624195","https://openalex.org/W2036046533","https://openalex.org/W2037464624","https://openalex.org/W2038083805","https://openalex.org/W2054164390","https://openalex.org/W2055327257","https://openalex.org/W2075959968","https://openalex.org/W2088079559","https://openalex.org/W2123686424","https://openalex.org/W2125662330","https://openalex.org/W2129299583","https://openalex.org/W2134018453","https://openalex.org/W2134875302","https://openalex.org/W2143765231","https://openalex.org/W2143981217","https://openalex.org/W2152029008","https://openalex.org/W2156115804","https://openalex.org/W2168381845","https://openalex.org/W2325134667","https://openalex.org/W2328998705","https://openalex.org/W2949276396","https://openalex.org/W2953042746","https://openalex.org/W2953151130","https://openalex.org/W2953277528"],"related_works":["https://openalex.org/W2514558177","https://openalex.org/W2888994253","https://openalex.org/W2953042746","https://openalex.org/W2168381845","https://openalex.org/W2302417390","https://openalex.org/W2751873233","https://openalex.org/W7010756095","https://openalex.org/W2637110379","https://openalex.org/W4399760875","https://openalex.org/W4390017879"],"abstract_inverted_index":{"Imidazolium":[0],"ionic":[1],"liquids":[2],"(IMILs)":[3],"with":[4,47,120,142],"a":[5],"piperidine":[6],"moiety":[7],"appended":[8],"via":[9],"variable":[10],"length":[11],"methylene":[12],"spacers":[13],"(with":[14,129],"n":[15,48,130],"=":[16,49,131],"1\u20134)":[17],"were":[18,41,96],"studied":[19],"computationally":[20],"to":[21,25,70,193,197],"assess":[22],"their":[23],"potential":[24],"act":[26],"as":[27,177],"internal":[28,86,153],"base":[29],"for":[30,44,85,118,125,175],"N\u2010heterocyclic":[31,199],"carbene":[32,158,200],"(NHC)":[33],"generation.":[34],"Proton":[35],"transfer":[36],"energies":[37],"computed":[38,97],"by":[39,98,114],"B3LYP/6\u2010311+G(2d,p)":[40],"least":[42],"endothermic":[43],"the":[45,55,75,79,83,107,115,121,126,135,170,185,191],"basic\u2010IL":[46],"3,":[50],"whose":[51],"optimized":[52],"structure":[53],"showed":[54],"shortest":[56],"C2\u2010H\u2010\u2010\u2010\u2010N(piperidine)":[57],"distance.":[58],"Inclusion":[59],"of":[60,187],"counter":[61,145],"anion":[62],"(Cl":[63],"or":[64],"NTf2)":[65],"caused":[66],"dramatic":[67],"conformational":[68],"changes":[69],"enable":[71],"close":[72],"contact":[73],"between":[74],"acidic":[76],"C2\u2010H":[77],"and":[78,94,110,144],"anions.":[80],"To":[81],"examine":[82],"prospect":[84],"C2\u2010H\u2010\u2010\u2010\u2010N":[87,154],"coordination,":[88],"multinuclear":[89],"NMR":[90,123],"data":[91,124],"(1H,":[92],"15N,":[93],"13C)":[95],"gauge":[99],"independent":[100],"atomic":[101],"orbitals\u2013density":[102],"functional":[103],"theory":[104],"(GIAO\u2010DFT)":[105],"in":[106,111,134,180],"gas":[108],"phase":[109],"several":[112],"solvents":[113],"PCM":[116],"method":[117],"comparison":[119],"experimental":[122],"basic":[127],"ILs":[128],"2\u20134)":[132],"synthesized":[133],"laboratory.":[136],"These":[137],"studies":[138],"indicate":[139],"that":[140,150,183],"interactions":[141],"solvent":[143],"ion":[146],"are":[147],"dominant":[148],"forces":[149],"could":[151],"disrupt":[152],"coordination/proton":[155],"transfer,":[156],"making":[157],"generation":[159],"from":[160],"these":[161],"basic\u2010ILs":[162],"unlikely":[163],"without":[164,190],"an":[165],"added":[166],"external":[167],"base.":[168],"Therefore,":[169],"piperidine\u2010appended":[171],"IMILs":[172],"appear":[173],"suitable":[174],"application":[176],"dual":[178],"solvent/base":[179],"organic/organometallic":[181],"transformations":[182],"require":[184],"use":[186],"mild":[188],"base,":[189],"necessity":[192],"alkylate":[194],"at":[195],"C\u20102":[196],"prevent":[198],"formation.":[201],"Copyright":[202],"\u00a9":[203],"2016":[204],"John":[205],"Wiley":[206],"&":[207],"Sons,":[208],"Ltd.":[209]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2018,"cited_by_count":1},{"year":2017,"cited_by_count":1}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2016-06-24T00:00:00"}