{"id":"https://openalex.org/W4405088198","doi":"https://doi.org/10.26434/chemrxiv-2024-njr88","title":"Halogen Cation Transfer in Halogen Bonding Catalysis","display_name":"Halogen Cation Transfer in Halogen Bonding Catalysis","publication_year":2024,"publication_date":"2024-12-04","ids":{"openalex":"https://openalex.org/W4405088198","doi":"https://doi.org/10.26434/chemrxiv-2024-njr88"},"language":"en","primary_location":{"id":"doi:10.26434/chemrxiv-2024-njr88","doi":"https://doi.org/10.26434/chemrxiv-2024-njr88","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv-2024-njr88","pdf_url":null,"source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"volume":null,"type":"preprint","indexed_in":["crossref"],"open_access":{"is_oa":true,"oa_status":"green","oa_url":"https://doi.org/10.26434/chemrxiv-2024-njr88","any_repository_has_fulltext":true},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5074758718","display_name":"Hao\u2010Dong Tan","orcid":"https://orcid.org/0009-0008-6625-1239","observed_orcids":["https://orcid.org/0009-0008-6625-1239"]},"institutions":[{"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"]},{"id":"https://openalex.org/I4210165038","display_name":"University of Chinese Academy of Sciences","ror":"https://ror.org/05qbk4x57","country_code":"CN","type":"education","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210165038"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Hao-Dong Tan","raw_affiliation_strings":["Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Acade-my of Sciences, 345 Lingling Road, Shanghai 200032, China"],"raw_orcid":"https://orcid.org/0009-0008-6625-1239","affiliations":[{"raw_affiliation_string":"Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Acade-my of Sciences, 345 Lingling Road, Shanghai 200032, China","institution_ids":["https://openalex.org/I4210112946","https://openalex.org/I4210165038"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100645955","display_name":"Cai Liu","orcid":"https://orcid.org/0000-0002-4081-0070","observed_orcids":["https://orcid.org/0000-0002-4081-0070"]},"institutions":[{"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"]},{"id":"https://openalex.org/I4210165038","display_name":"University of Chinese Academy of Sciences","ror":"https://ror.org/05qbk4x57","country_code":"CN","type":"education","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210165038"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Liu Cai","raw_affiliation_strings":["Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Acade-my of Sciences, 345 Lingling Road, Shanghai 200032, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Acade-my of Sciences, 345 Lingling Road, Shanghai 200032, China","institution_ids":["https://openalex.org/I4210112946","https://openalex.org/I4210165038"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5009565870","display_name":"Sean P. Bew","orcid":"https://orcid.org/0000-0002-9087-9463","observed_orcids":["https://orcid.org/0000-0002-9087-9463"]},"institutions":[{"id":"https://openalex.org/I1118541","display_name":"University of East Anglia","ror":"https://ror.org/026k5mg93","country_code":"GB","type":"education","lineage":["https://openalex.org/I1118541"]},{"id":"https://openalex.org/I2799300731","display_name":"Norwich Research Park","ror":"https://ror.org/0062dz060","country_code":"GB","type":"archive","lineage":["https://openalex.org/I2799300731"]}],"countries":["GB"],"is_corresponding":false,"raw_author_name":"Sean P. Bew","raw_affiliation_strings":["School of Chemistry, Pharmacy and Pharmacology, Norwich Research Park, University of East Anglia, Norwich, NR4 7TJ UK"],"raw_orcid":"https://orcid.org/0000-0002-9087-9463","affiliations":[{"raw_affiliation_string":"School of Chemistry, Pharmacy and Pharmacology, Norwich Research Park, University of East Anglia, Norwich, NR4 7TJ UK","institution_ids":["https://openalex.org/I1118541","https://openalex.org/I2799300731"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5058629788","display_name":"Xiao\u2010Song Xue","orcid":"https://orcid.org/0000-0003-4541-8702","observed_orcids":["https://orcid.org/0000-0003-4541-8702"]},"institutions":[{"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"]},{"id":"https://openalex.org/I4210165038","display_name":"University of Chinese Academy of Sciences","ror":"https://ror.org/05qbk4x57","country_code":"CN","type":"education","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210165038"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xiao-Song Xue","raw_affiliation_strings":["Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Acade-my of Sciences, 345 Lingling Road, Shanghai 200032, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Acade-my of Sciences, 345 Lingling Road, Shanghai 200032, China","institution_ids":["https://openalex.org/I4210112946","https://openalex.org/I4210165038"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":4,"corresponding_author_ids":[],"corresponding_institution_ids":[],"apc_list":null,"apc_paid":null,"fwci":null,"has_fulltext":true,"cited_by_count":0,"citation_normalized_percentile":null,"cited_by_percentile_year":null,"biblio":{"volume":null,"issue":null,"first_page":null,"last_page":null},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10798","display_name":"Crystallography and molecular interactions","score":0.9330999851226807,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/T10798","display_name":"Crystallography and molecular interactions","score":0.9330999851226807,"subfield":{"id":"https://openalex.org/subfields/1606","display_name":"Physical and Theoretical 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/T10947","display_name":"Fluorine in Organic Chemistry","score":0.011500000022351742,"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"}},{"id":"https://openalex.org/T12191","display_name":"Chemical Reaction Mechanisms","score":0.00559999980032444,"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/aziridine-synthesis","display_name":"aziridine synthesis","score":0.9750000238418579},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.9120000004768372},{"id":"https://openalex.org/keywords/organocatalysis","display_name":"organocatalysis","score":0.8320000171661377}],"concepts":[{"id":"https://openalex.org/C23029723","wikidata":"https://www.wikidata.org/wiki/Q1193318","display_name":"Halogen bond","level":4,"score":0.8553346395492554},{"id":"https://openalex.org/C46062151","wikidata":"https://www.wikidata.org/wiki/Q19605","display_name":"Halogen","level":3,"score":0.850799560546875},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7867501974105835},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.6964224576950073},{"id":"https://openalex.org/C21774173","wikidata":"https://www.wikidata.org/wiki/Q2462024","display_name":"Trifluoromethanesulfonate","level":3,"score":0.6859543323516846},{"id":"https://openalex.org/C2778544067","wikidata":"https://www.wikidata.org/wiki/Q409141","display_name":"Aziridine","level":3,"score":0.640896201133728},{"id":"https://openalex.org/C66972969","wikidata":"https://www.wikidata.org/wiki/Q898995","display_name":"Organocatalysis","level":4,"score":0.5241599082946777},{"id":"https://openalex.org/C89611455","wikidata":"https://www.wikidata.org/wiki/Q6804646","display_name":"Mechanism (biology)","level":2,"score":0.477450430393219},{"id":"https://openalex.org/C506198293","wikidata":"https://www.wikidata.org/wiki/Q650","display_name":"Fluorine","level":2,"score":0.4568399488925934},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.445926308631897},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.3551786243915558},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.27218323945999146},{"id":"https://openalex.org/C146686406","wikidata":"https://www.wikidata.org/wiki/Q898628","display_name":"Enantioselective synthesis","level":3,"score":0.11531504988670349},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.0},{"id":"https://openalex.org/C138885662","wikidata":"https://www.wikidata.org/wiki/Q5891","display_name":"Philosophy","level":0,"score":0.0},{"id":"https://openalex.org/C111472728","wikidata":"https://www.wikidata.org/wiki/Q9471","display_name":"Epistemology","level":1,"score":0.0},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.26434/chemrxiv-2024-njr88","doi":"https://doi.org/10.26434/chemrxiv-2024-njr88","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv-2024-njr88","pdf_url":null,"source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},{"id":"pmh:oai:ueaeprints.uea.ac.uk:99249","doi":null,"is_oa":true,"landing_page_url":"https://chemrxiv.org/engage/chemrxiv/article-details/674dd751f9980725cfcbd30f","pdf_url":"https://chemrxiv.org/doi/pdf/10.26434/chemrxiv-2024-njr88","source":{"id":"https://openalex.org/S4306400384","display_name":"UEA Digital Repository (University of East Anglia)","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1118541","host_organization_name":"University of East Anglia","host_organization_lineage":["https://openalex.org/I1118541"],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"submittedVersion","is_accepted":false,"is_published":false,"raw_source_name":null,"raw_type":"Article"}],"best_oa_location":{"id":"doi:10.26434/chemrxiv-2024-njr88","doi":"https://doi.org/10.26434/chemrxiv-2024-njr88","is_oa":true,"landing_page_url":"https://doi.org/10.26434/chemrxiv-2024-njr88","pdf_url":null,"source":{"id":"https://openalex.org/S4393918830","display_name":"ChemRxiv","issn_l":"2573-2293","issn":["2573-2293"],"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":null,"host_organization_name":null,"host_organization_lineage":[],"host_organization_lineage_names":[],"type":"repository"},"license":"cc-by","license_id":"https://openalex.org/licenses/cc-by","version":"acceptedVersion","is_accepted":true,"is_published":false,"raw_source_name":null,"raw_type":"posted-content"},"sustainable_development_goals":[],"sustainable_development_goals_aurora":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G3562847906","display_name":null,"funder_award_id":"22122104, 22193012, and 21933004","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"}],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":0,"referenced_works":[],"related_works":["https://openalex.org/W74890541","https://openalex.org/W2915613132","https://openalex.org/W2010821211","https://openalex.org/W2040620122","https://openalex.org/W2037963256","https://openalex.org/W3133767786","https://openalex.org/W4309353202","https://openalex.org/W3093626233","https://openalex.org/W4385313546","https://openalex.org/W4390793409"],"abstract_inverted_index":{"The":[0,17],"potential":[1],"of":[2,14,19,38,46,72,75,85,156],"fluorine":[3,109],"to":[4,32,78,105,131],"participate":[5],"in":[6],"halogen":[7,133,140,157],"bonding":[8,40,99,134,158],"(XB)":[9],"has":[10,60],"remained":[11,50],"a":[12,23,107,139],"subject":[13],"ongoing":[15],"debate.":[16],"discovery":[18],"N-fluoropyridinium":[20],"triflate":[21],"as":[22],"unique":[24],"\"F-cation":[25],"organocatalyst\"":[26],"for":[27,118,152],"aziridine":[28],"synthesis":[29],"is":[30],"considered":[31],"be":[33],"the":[34,43,56,73,82,86,95,153],"first":[35],"reported":[36],"example":[37],"F-halogen":[39,57,98],"catalysis.":[41],"Nevertheless,":[42],"mechanistic":[44,145],"details":[45],"this":[47,64,76,119],"reaction":[48,77],"have":[49,147],"elusive,":[51],"and":[52],"compelling":[53],"evidence":[54],"supporting":[55],"bond":[58],"catalysis":[59,100,135],"been":[61],"lacking.":[62],"In":[63],"study,":[65],"we":[66],"present":[67],"an":[68],"in-depth":[69],"computational":[70],"investigation":[71],"mechanism":[74,101],"gain":[79],"insight":[80],"into":[81],"intriguing":[83],"role":[84],"F-cation":[87],"organocatalyst.":[88],"Our":[89],"results,":[90],"however,":[91],"are":[92],"inconsistent":[93],"with":[94],"previous":[96],"prevalent":[97],"but":[102],"instead,":[103],"bring":[104],"light":[106],"new":[108],"cation":[110,141],"transfer":[111,142],"mechanism.":[112,121],"Control":[113],"experiments":[114],"provide":[115],"further":[116],"support":[117],"alternative":[120],"Moreover,":[122],"preliminary":[123],"results":[124],"suggest":[125],"that":[126],"other":[127],"reactions":[128],"traditionally":[129],"attributed":[130],"\u2018classic\u2019":[132],"might":[136],"also":[137],"involve":[138],"process.":[143],"These":[144],"insights":[146],"important":[148],"far":[149],"reaching":[150],"implications":[151],"rational":[154],"design":[155],"catalytic":[159],"systems.":[160]},"counts_by_year":[],"updated_date":"2026-09-21T07:43:02.447757","created_date":"2024-12-06T00:00:00"}