{"id":"https://openalex.org/W1964785302","doi":"https://doi.org/10.1039/p29800000632","title":"The kinetics of hydrogen-isotope exchange at the nitrogen atom of substituted anilinium ions. Part 1. The acid-catalysed reaction","display_name":"The kinetics of hydrogen-isotope exchange at the nitrogen atom of substituted anilinium ions. Part 1. The acid-catalysed reaction","publication_year":1980,"publication_date":"1980-01-01","ids":{"openalex":"https://openalex.org/W1964785302","doi":"https://doi.org/10.1039/p29800000632","mag":"1964785302"},"language":"en","primary_location":{"id":"doi:10.1039/p29800000632","doi":"https://doi.org/10.1039/p29800000632","is_oa":false,"landing_page_url":"https://doi.org/10.1039/p29800000632","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/A5067181122","display_name":"John R. Blackborow","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"John R. Blackborow","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110035647","display_name":"David P. Clifford","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"David P. Clifford","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5086406602","display_name":"Ira M. Hollinshead","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Ira M. Hollinshead","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110139116","display_name":"Tomasz A. Modro","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Tomasz A. Modro","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"middle","author":{"id":"https://openalex.org/A5054485826","display_name":"John H. Ridd","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"John H. Ridd","raw_affiliation_strings":[],"raw_orcid":null,"affiliations":[]},{"author_position":"last","author":{"id":"https://openalex.org/A5032987039","display_name":"Michael C. Worley","orcid":null,"observed_orcids":[]},"institutions":[],"countries":[],"is_corresponding":false,"raw_author_name":"Michael C. Worley","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":1.1001,"has_fulltext":false,"cited_by_count":3,"citation_normalized_percentile":{"value":0.67120568,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":"4","first_page":"632","last_page":"632"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12191","display_name":"Chemical Reaction Mechanisms","score":0.9429000020027161,"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":0.9429000020027161,"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":0.03700000047683716,"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/T13561","display_name":"Chemical Reactions and Isotopes","score":0.018300000578165054,"subfield":{"id":"https://openalex.org/subfields/3003","display_name":"Pharmaceutical Science"},"field":{"id":"https://openalex.org/fields/30","display_name":"Pharmacology, Toxicology and Pharmaceutics"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/hydrogen-isotope-exchange","display_name":"hydrogen isotope exchange","score":0.7960000038146973},{"id":"https://openalex.org/keywords/anilinium-ions","display_name":"anilinium ions","score":0.8700000047683716},{"id":"https://openalex.org/keywords/sulfuric-acid","display_name":"sulfuric acid","score":0.6309999823570251},{"id":"https://openalex.org/keywords/wheland-intermediate","display_name":"Wheland intermediate","score":0.8410000205039978},{"id":"https://openalex.org/keywords/proton-transfer","display_name":"proton transfer","score":0.43700000643730164},{"id":"https://openalex.org/keywords/aromatic-substitution","display_name":"aromatic substitution","score":0.4729999899864197},{"id":"https://openalex.org/keywords/reaction-kinetics","display_name":"reaction kinetics","score":0.6000000238418579},{"id":"https://openalex.org/keywords/1h-nmr-spectroscopy","display_name":"1H NMR","score":0.6700000166893005}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9164802432060242},{"id":"https://openalex.org/C69928629","wikidata":"https://www.wikidata.org/wiki/Q1386472","display_name":"Kinetic isotope effect","level":3,"score":0.7191454172134399},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.6552827954292297},{"id":"https://openalex.org/C58364064","wikidata":"https://www.wikidata.org/wiki/Q102296","display_name":"Deuterium","level":2,"score":0.5613427758216858},{"id":"https://openalex.org/C512968161","wikidata":"https://www.wikidata.org/wiki/Q556","display_name":"Hydrogen","level":2,"score":0.5577476620674133},{"id":"https://openalex.org/C537208039","wikidata":"https://www.wikidata.org/wiki/Q627","display_name":"Nitrogen","level":2,"score":0.5351629257202148},{"id":"https://openalex.org/C54516573","wikidata":"https://www.wikidata.org/wiki/Q2294","display_name":"Proton","level":2,"score":0.4871184825897217},{"id":"https://openalex.org/C65024703","wikidata":"https://www.wikidata.org/wiki/Q373406","display_name":"Reaction mechanism","level":3,"score":0.463998019695282},{"id":"https://openalex.org/C179104552","wikidata":"https://www.wikidata.org/wiki/Q11165","display_name":"Inorganic chemistry","level":1,"score":0.45137089490890503},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.44925743341445923},{"id":"https://openalex.org/C117760992","wikidata":"https://www.wikidata.org/wiki/Q389137","display_name":"Ion exchange","level":3,"score":0.43896111845970154},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.4281568229198456},{"id":"https://openalex.org/C2776640939","wikidata":"https://www.wikidata.org/wiki/Q6643508","display_name":"Hydrogen atom","level":3,"score":0.4277365803718567},{"id":"https://openalex.org/C148898269","wikidata":"https://www.wikidata.org/wiki/Q1108792","display_name":"Kinetics","level":2,"score":0.42544111609458923},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.3604268431663513},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.3234698474407196},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.16034871339797974},{"id":"https://openalex.org/C2781311116","wikidata":"https://www.wikidata.org/wiki/Q83306","display_name":"Group (periodic table)","level":2,"score":0.046426862478256226},{"id":"https://openalex.org/C121332964","wikidata":"https://www.wikidata.org/wiki/Q413","display_name":"Physics","level":0,"score":0.0},{"id":"https://openalex.org/C62520636","wikidata":"https://www.wikidata.org/wiki/Q944","display_name":"Quantum mechanics","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1039/p29800000632","doi":"https://doi.org/10.1039/p29800000632","is_oa":false,"landing_page_url":"https://doi.org/10.1039/p29800000632","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":0,"referenced_works":[],"related_works":["https://openalex.org/W4252613694","https://openalex.org/W2016161427","https://openalex.org/W2081744980","https://openalex.org/W94983218","https://openalex.org/W2026078856","https://openalex.org/W2025566922","https://openalex.org/W2045285260","https://openalex.org/W2107192543","https://openalex.org/W4237155115","https://openalex.org/W2028060645"],"abstract_inverted_index":{"The":[0,92,139],"rate":[1,40,59,99,180],"of":[2,28,50,60,94,100,121,162,171,181,191],"N\u2013H":[3,103,182],"hydrogen-isotope":[4,85],"exchange":[5,62,86,104,112,165,183],"in":[6,12,23,63,70,88,129,174],"NN-dimethylanilinium":[7],"ions":[8],"has":[9],"been":[10],"studied":[11],"the":[13,21,24,29,35,38,51,58,64,79,82,89,98,101,110,119,127,130,137,155,158,163,169,175,179,189],"solvents":[14],"sulphuric":[15,72],"acid":[16,19,73],"and":[17,31,74,109,184],"deuteriosulphuric":[18],"using":[20],"difference":[22],"1H":[25],"n.m.r.":[26],"absorption":[27],"NMe2H":[30],"NMe2D":[32],"groups.":[33],"With":[34],"N-deuterio-NN-dimethylanilinium":[36],"ion,":[37],"reaction":[39,52,108,193],"decreases":[41],"steadily":[42,77],"with":[43,78],"acidity":[44],"as":[45],"expected":[46],"from":[47,153],"previous":[48],"studies":[49,187],"mechanism":[53],"at":[54],"lower":[55],"acidities.":[56],"However,":[57],"N\u2013D":[61],"N-deuterio-NN-dimethyl-3,5-xylidinium":[65],"ion":[66],"reaches":[67],"a":[68,114,122,151],"minimum":[69],"83%":[71],"then":[75],"increases":[76],"acidity.":[80],"Under":[81],"same":[83],"conditions,":[84],"occurs":[87],"aromatic":[90,131,176],"ring.":[91],"effect":[93,170],"methyl":[95],"substituents":[96],"on":[97,178,188],"acid-catalysed":[102,164],"indicates":[105],"that":[106],"this":[107,192],"C\u2013H":[111],"have":[113],"common":[115],"initial":[116],"step":[117],"involving":[118],"donation":[120],"proton":[123,152],"or":[124,134,157],"deuteron":[125],"to":[126,136,146,149],"positions":[128],"ring":[132,177],"ortho":[133],"para":[135],"nitrogen.":[138,159],"Wheland":[140],"intermediate,":[141],"so":[142],"formed,":[143],"is":[144,166],"considered":[145],"be":[147],"able":[148],"lose":[150],"either":[154],"carbon":[156],"This":[160],"interpretation":[161],"supported":[167],"by":[168,185],"isotopic":[172],"substitution":[173],"preliminary":[186],"range":[190],"mechanism.":[194]},"counts_by_year":[],"updated_date":"2026-09-22T06:50:58.402377","created_date":"2016-06-24T00:00:00"}