{"id":"https://openalex.org/W2036633569","doi":"https://doi.org/10.1016/j.jasms.2004.08.014","title":"Studies of rearrangement reactions of protonated and lithium cationized 2-pyrimidinyloxy-N-arylbenzylamine derivatives by MALDI-FT-ICR mass spectrometry","display_name":"Studies of rearrangement reactions of protonated and lithium cationized 2-pyrimidinyloxy-N-arylbenzylamine derivatives by MALDI-FT-ICR mass spectrometry","publication_year":2004,"publication_date":"2004-11-03","ids":{"openalex":"https://openalex.org/W2036633569","doi":"https://doi.org/10.1016/j.jasms.2004.08.014","mag":"2036633569","pmid":"https://pubmed.ncbi.nlm.nih.gov/15589758"},"language":"en","primary_location":{"id":"doi:10.1016/j.jasms.2004.08.014","doi":"https://doi.org/10.1016/j.jasms.2004.08.014","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.jasms.2004.08.014","pdf_url":null,"source":{"id":"https://openalex.org/S60743949","display_name":"Journal of the American Society for Mass Spectrometry","issn_l":"1044-0305","issn":["1044-0305","1879-1123"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-70","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":"Journal of the American Society for Mass Spectrometry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"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/A5100741701","display_name":"Haoyang Wang","orcid":"https://orcid.org/0000-0002-4058-240X","observed_orcids":["https://orcid.org/0000-0002-4058-240X"]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112946","display_name":"Shanghai Institute of Organic Chemistry","ror":"https://ror.org/01y3hvq34","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112946"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Hao-Yang Wang","raw_affiliation_strings":["Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 200032, Shanghai, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 200032, Shanghai, People\u2019s Republic of China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112946"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100966323","display_name":"Yin\u2010Long Guo","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112946","display_name":"Shanghai Institute of Organic Chemistry","ror":"https://ror.org/01y3hvq34","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112946"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Yin-Long Guo","raw_affiliation_strings":["Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 200032, Shanghai, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Shanghai Mass Spectrometry Center, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 200032, Shanghai, People\u2019s Republic of China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112946"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5109719005","display_name":"Long L\u00fc","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112946","display_name":"Shanghai Institute of Organic Chemistry","ror":"https://ror.org/01y3hvq34","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112946"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Long Lu","raw_affiliation_strings":["Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, People\u2019s Republic of China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, People\u2019s Republic of China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112946"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.6749,"has_fulltext":false,"cited_by_count":25,"citation_normalized_percentile":{"value":0.59153203,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":87,"max":97},"biblio":{"volume":"15","issue":"12","first_page":"1820","last_page":"1832"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10683","display_name":"Mass Spectrometry Techniques and Applications","score":0.9994999766349792,"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"}},"topics":[{"id":"https://openalex.org/T10683","display_name":"Mass Spectrometry Techniques and Applications","score":0.9994999766349792,"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/T12191","display_name":"Physical Organic Chemistry and Reaction Kinetics","score":9.999999747378752e-05,"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/T12410","display_name":"Structural and Chemical Analysis of Organic and Inorganic Compounds","score":0.0,"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/rearrangement-reactions","display_name":"rearrangement reactions","score":0.8180000185966492},{"id":"https://openalex.org/keywords/protonated-cations","display_name":"protonated cations","score":0.7870000004768372},{"id":"https://openalex.org/keywords/lithium-ions","display_name":"lithium ions","score":0.847000002861023},{"id":"https://openalex.org/keywords/cope-rearrangement","display_name":"Cope rearrangement","score":0.9470000267028809},{"id":"https://openalex.org/keywords/pyrimidine-derivatives","display_name":"pyrimidine derivatives","score":0.3930000066757202}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9450194835662842},{"id":"https://openalex.org/C3896420","wikidata":"https://www.wikidata.org/wiki/Q3710339","display_name":"Infrared multiphoton dissociation","level":3,"score":0.8990329504013062},{"id":"https://openalex.org/C30095370","wikidata":"https://www.wikidata.org/wiki/Q899488","display_name":"Protonation","level":3,"score":0.8121160268783569},{"id":"https://openalex.org/C170552419","wikidata":"https://www.wikidata.org/wiki/Q2400735","display_name":"Fourier transform ion cyclotron resonance","level":3,"score":0.7801177501678467},{"id":"https://openalex.org/C162356407","wikidata":"https://www.wikidata.org/wiki/Q180809","display_name":"Mass spectrometry","level":2,"score":0.6852048635482788},{"id":"https://openalex.org/C96765332","wikidata":"https://www.wikidata.org/wiki/Q838084","display_name":"SN2 reaction","level":2,"score":0.6690726280212402},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.5645418763160706},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.5371693968772888},{"id":"https://openalex.org/C193055867","wikidata":"https://www.wikidata.org/wiki/Q638030","display_name":"Ion cyclotron resonance","level":4,"score":0.5345750451087952},{"id":"https://openalex.org/C2776138744","wikidata":"https://www.wikidata.org/wiki/Q898367","display_name":"Rearrangement reaction","level":3,"score":0.473281592130661},{"id":"https://openalex.org/C102931765","wikidata":"https://www.wikidata.org/wiki/Q189673","display_name":"Dissociation (chemistry)","level":2,"score":0.4462392330169678},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.43500077724456787},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3116708993911743},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.1599803864955902},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.11815029382705688},{"id":"https://openalex.org/C43617362","wikidata":"https://www.wikidata.org/wiki/Q170050","display_name":"Chromatography","level":1,"score":0.10111960768699646},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.0},{"id":"https://openalex.org/C39527238","wikidata":"https://www.wikidata.org/wiki/Q204469","display_name":"Cyclotron","level":3,"score":0.0}],"mesh":[{"descriptor_ui":"D001596","descriptor_name":"Benzylamines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D008094","descriptor_name":"Lithium","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D011522","descriptor_name":"Protons","qualifier_ui":null,"qualifier_name":null,"is_major_topic":false},{"descriptor_ui":"D011743","descriptor_name":"Pyrimidines","qualifier_ui":"Q000737","qualifier_name":"chemistry","is_major_topic":true},{"descriptor_ui":"D017550","descriptor_name":"Spectroscopy, Fourier Transform Infrared","qualifier_ui":"Q000295","qualifier_name":"instrumentation","is_major_topic":false},{"descriptor_ui":"D017550","descriptor_name":"Spectroscopy, Fourier Transform Infrared","qualifier_ui":"Q000379","qualifier_name":"methods","is_major_topic":true},{"descriptor_ui":"D019032","descriptor_name":"Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization","qualifier_ui":"Q000295","qualifier_name":"instrumentation","is_major_topic":false},{"descriptor_ui":"D019032","descriptor_name":"Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization","qualifier_ui":"Q000379","qualifier_name":"methods","is_major_topic":true}],"locations_count":2,"locations":[{"id":"doi:10.1016/j.jasms.2004.08.014","doi":"https://doi.org/10.1016/j.jasms.2004.08.014","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.jasms.2004.08.014","pdf_url":null,"source":{"id":"https://openalex.org/S60743949","display_name":"Journal of the American Society for Mass Spectrometry","issn_l":"1044-0305","issn":["1044-0305","1879-1123"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","doyens","jufo-1","ki-jl-1","medline","norway-1","poland-70","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":"Journal of the American Society for Mass Spectrometry","raw_type":"journal-article"},{"id":"pmid:15589758","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/15589758","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":"Journal of the American Society for Mass Spectrometry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G1937087686","display_name":"\u751f\u7269\u6d3b\u6027\u5927\u5206\u5b50\u7684\u5206\u5b50\u8bc6\u522b\u53ca\u5206\u5b50\u95f4\u76f8\u4e92\u4f5c\u7528\u7684\u8d28\u8c31\u7814\u7a76","funder_award_id":"20175034","funder_id":"https://openalex.org/F4320321001","funder_display_name":"National Natural Science Foundation of China"}],"funders":[{"id":"https://openalex.org/F4320321001","display_name":"National Natural Science Foundation of China","ror":"https://ror.org/01h0zpd94"},{"id":"https://openalex.org/F4320321133","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":23,"referenced_works":["https://openalex.org/W1969743435","https://openalex.org/W1971231081","https://openalex.org/W1981971097","https://openalex.org/W1986357274","https://openalex.org/W1988411738","https://openalex.org/W1990109007","https://openalex.org/W1990801042","https://openalex.org/W1992750280","https://openalex.org/W1999360083","https://openalex.org/W2018164649","https://openalex.org/W2021071169","https://openalex.org/W2021153810","https://openalex.org/W2021789844","https://openalex.org/W2039926771","https://openalex.org/W2041753659","https://openalex.org/W2053762581","https://openalex.org/W2066520016","https://openalex.org/W2073823505","https://openalex.org/W2074593730","https://openalex.org/W2083991421","https://openalex.org/W2086551422","https://openalex.org/W2097831308","https://openalex.org/W2102443634"],"related_works":["https://openalex.org/W2468635474","https://openalex.org/W1517306620","https://openalex.org/W2056792021","https://openalex.org/W1695760872","https://openalex.org/W2506431080","https://openalex.org/W1999811072","https://openalex.org/W1974135531","https://openalex.org/W4387447033","https://openalex.org/W2090052483","https://openalex.org/W2006053134"],"abstract_inverted_index":{"The":[0],"rearrangement":[1,35,61,84,106,147],"reactions":[2,36],"of":[3,34,63,71,92,113,125,134],"protonated":[4,44,98,126],"and":[5,21,99,128],"lithium-cationized":[6,100],"2-pyrimidinyloxy-N-arylbenzylamine":[7,45],"derivatives":[8,46],"were":[9],"studied":[10],"by":[11,69,141],"Fourier":[12],"transform":[13],"ion":[14,54,95,121,137],"cyclotron":[15],"resonance":[16],"mass":[17,25],"spectrometry":[18,26],"(FT-ICR":[19],"MS)":[20],"infrared":[22],"multiphoton":[23],"dissociation":[24],"(IRMPD).":[27],"Our":[28],"results":[29],"show":[30],"that":[31,59],"three":[32],"kinds":[33],"occur":[37],"in":[38,123],"IRMPD":[39,124],"processes.":[40],"First,":[41],"nearly":[42],"all":[43],"undergo":[47],"Pathway":[48,115],"A":[49],"to":[50,88],"form":[51],"the":[52,90,93,110,114,119,131,135],"K":[53,120],"series.":[55],"It":[56],"is":[57,86,139],"proposed":[58,87],"this":[60],"(migration":[62],"a":[64,72,78,142],"substituted":[65],"benzyl":[66],"group)":[67],"proceeds":[68],"way":[70],"gas-phase":[73],"intramolecular":[74,81],"S(N)2":[75,111],"reaction.":[76],"Second,":[77],"gas":[79,143],"phase":[80,144],"S(N)Ar":[82],"type":[83,146],"mechanism":[85],"explain":[89],"formation":[91,132],"F":[94],"series":[96,138],"from":[97],"5":[101,127],"(or":[102],"6).":[103],"This":[104],"skeletal":[105],"reaction":[107,112],"competes":[108],"with":[109],"A,":[116],"which":[117],"produces":[118],"series,":[122],"6.":[129],"Third,":[130],"pathway":[133],"W":[136],"explained":[140],"Cope":[145],"mechanism.":[148]},"counts_by_year":[{"year":2025,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2017,"cited_by_count":2},{"year":2014,"cited_by_count":2},{"year":2013,"cited_by_count":3},{"year":2012,"cited_by_count":2}],"updated_date":"2026-10-31T12:09:11.096373","created_date":"2016-06-24T00:00:00"}
