{"id":"https://openalex.org/W4379745256","doi":"https://doi.org/10.1002/anie.202306095","title":"Preparation and Reactivity Study of a Versatile Trifluoromethylthiolating Agent: S\u2010Trifluoromethyl Trifluoromethanesulfonothioate (TTST)","display_name":"Preparation and Reactivity Study of a Versatile Trifluoromethylthiolating Agent: S\u2010Trifluoromethyl Trifluoromethanesulfonothioate (TTST)","publication_year":2023,"publication_date":"2023-06-07","ids":{"openalex":"https://openalex.org/W4379745256","doi":"https://doi.org/10.1002/anie.202306095","pmid":"https://pubmed.ncbi.nlm.nih.gov/37285238"},"language":"en","primary_location":{"id":"doi:10.1002/anie.202306095","doi":"https://doi.org/10.1002/anie.202306095","is_oa":false,"landing_page_url":"https://doi.org/10.1002/anie.202306095","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"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":"Angewandte Chemie International Edition","raw_type":"journal-article"},"volume":null,"type":"article","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/A5002824454","display_name":"Yuhao Yang","orcid":"https://orcid.org/0000-0003-1952-5547","observed_orcids":["https://orcid.org/0000-0003-1952-5547"]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Yuhao Yang","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, KY 40292 USA"],"raw_orcid":"https://orcid.org/0000-0003-1952-5547","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, KY 40292 USA","institution_ids":["https://openalex.org/I142740786"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5006401629","display_name":"Seyedesahar Miraghaee","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Seyedesahar Miraghaee","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, KY 40292 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, KY 40292 USA","institution_ids":["https://openalex.org/I142740786"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5110987572","display_name":"Renee Pace","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Renee Pace","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, KY 40292 USA"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, KY 40292 USA","institution_ids":["https://openalex.org/I142740786"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5090395283","display_name":"Teruo Umemoto","orcid":"https://orcid.org/0000-0002-8718-8127","observed_orcids":["https://orcid.org/0000-0002-8718-8127"]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Teruo Umemoto","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, KY 40292 USA"],"raw_orcid":"https://orcid.org/0000-0002-8718-8127","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, KY 40292 USA","institution_ids":["https://openalex.org/I142740786"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5061002470","display_name":"Gerald B. Hammond","orcid":"https://orcid.org/0000-0002-9814-5536","observed_orcids":["https://orcid.org/0000-0002-9814-5536"]},"institutions":[{"id":"https://openalex.org/I142740786","display_name":"University of Louisville","ror":"https://ror.org/01ckdn478","country_code":"US","type":"education","lineage":["https://openalex.org/I142740786"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Gerald B. Hammond","raw_affiliation_strings":["Department of Chemistry, University of Louisville, Louisville, KY 40292 USA"],"raw_orcid":"https://orcid.org/0000-0002-9814-5536","affiliations":[{"raw_affiliation_string":"Department of Chemistry, University of Louisville, Louisville, KY 40292 USA","institution_ids":["https://openalex.org/I142740786"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5061002470","https://openalex.org/A5090395283"],"corresponding_institution_ids":["https://openalex.org/I142740786"],"apc_list":{"value":5250,"currency":"USD","value_usd":5250},"apc_paid":null,"fwci":2.8232,"has_fulltext":false,"cited_by_count":26,"citation_normalized_percentile":{"value":0.91143683,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":95,"max":99},"biblio":{"volume":"62","issue":"32","first_page":"e202306095","last_page":"e202306095"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10947","display_name":"Fluorine in Organic Chemistry","score":0.8877000212669373,"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"}},"topics":[{"id":"https://openalex.org/T10947","display_name":"Fluorine in Organic Chemistry","score":0.8877000212669373,"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/T12189","display_name":"Sulfur-Based Synthesis Techniques","score":0.08160000294446945,"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/T13304","display_name":"Synthesis and Reactivity of Sulfur-Containing Compounds","score":0.01140000019222498,"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/trifluoromethyl-ethers","display_name":"trifluoromethyl ethers","score":0.7710000276565552},{"id":"https://openalex.org/keywords/trifluoromethylated-alkenes","display_name":"trifluoromethylated alkenes","score":0.6169999837875366},{"id":"https://openalex.org/keywords/copper-catalysis","display_name":"copper catalysis","score":0.675000011920929},{"id":"https://openalex.org/keywords/atom-economy","display_name":"atom economy","score":0.5490000247955322}],"concepts":[{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.9239555597305298},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.7668560743331909},{"id":"https://openalex.org/C178907741","wikidata":"https://www.wikidata.org/wiki/Q745930","display_name":"Nucleophile","level":3,"score":0.6986840963363647},{"id":"https://openalex.org/C2776442012","wikidata":"https://www.wikidata.org/wiki/Q2302144","display_name":"Trifluoromethyl","level":3,"score":0.6954218745231628},{"id":"https://openalex.org/C2776910235","wikidata":"https://www.wikidata.org/wiki/Q18574","display_name":"Reactivity (psychology)","level":3,"score":0.6069469451904297},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.5302654504776001},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5072497725486755},{"id":"https://openalex.org/C145148216","wikidata":"https://www.wikidata.org/wiki/Q36496","display_name":"Ion","level":2,"score":0.4154411554336548},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.3126547932624817},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.24224060773849487},{"id":"https://openalex.org/C204787440","wikidata":"https://www.wikidata.org/wiki/Q188504","display_name":"Alternative medicine","level":2,"score":0.0},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"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/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1002/anie.202306095","doi":"https://doi.org/10.1002/anie.202306095","is_oa":false,"landing_page_url":"https://doi.org/10.1002/anie.202306095","pdf_url":null,"source":{"id":"https://openalex.org/S67393510","display_name":"Angewandte Chemie International Edition","issn_l":"1433-7851","issn":["1433-7851","1521-3773"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-3","ki-jl-2","medline","norway-2","poland-200","russia-white-list-1","vabb-shw"],"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":"Angewandte Chemie International Edition","raw_type":"journal-article"},{"id":"pmid:37285238","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/37285238","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":"Angewandte Chemie (International ed. in English)","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":77,"referenced_works":["https://openalex.org/W1515386362","https://openalex.org/W1604110594","https://openalex.org/W1810271681","https://openalex.org/W1966380009","https://openalex.org/W1974239545","https://openalex.org/W1987487517","https://openalex.org/W1990569590","https://openalex.org/W1993195042","https://openalex.org/W1994702118","https://openalex.org/W2015243300","https://openalex.org/W2017880754","https://openalex.org/W2024191422","https://openalex.org/W2029681991","https://openalex.org/W2045978237","https://openalex.org/W2046221010","https://openalex.org/W2060985434","https://openalex.org/W2062970373","https://openalex.org/W2071406665","https://openalex.org/W2075286418","https://openalex.org/W2076641108","https://openalex.org/W2091352798","https://openalex.org/W2093187652","https://openalex.org/W2096623769","https://openalex.org/W2097305068","https://openalex.org/W2098039542","https://openalex.org/W2105028212","https://openalex.org/W2113674183","https://openalex.org/W2119685250","https://openalex.org/W2131871318","https://openalex.org/W2134987236","https://openalex.org/W2141471401","https://openalex.org/W2148525218","https://openalex.org/W2165684248","https://openalex.org/W2186290413","https://openalex.org/W2237872262","https://openalex.org/W2288003746","https://openalex.org/W2299875480","https://openalex.org/W2312610272","https://openalex.org/W2312942460","https://openalex.org/W2318202219","https://openalex.org/W2324925434","https://openalex.org/W2330280161","https://openalex.org/W2333129245","https://openalex.org/W2343874676","https://openalex.org/W2411009620","https://openalex.org/W2495629869","https://openalex.org/W2616879416","https://openalex.org/W2617990782","https://openalex.org/W2626266651","https://openalex.org/W2779354467","https://openalex.org/W2779794482","https://openalex.org/W2793178828","https://openalex.org/W2886641470","https://openalex.org/W2898885539","https://openalex.org/W2908338733","https://openalex.org/W2951558152","https://openalex.org/W2957798902","https://openalex.org/W3008397371","https://openalex.org/W3014221076","https://openalex.org/W3019266968","https://openalex.org/W3031473409","https://openalex.org/W3037420079","https://openalex.org/W3057402443","https://openalex.org/W3111613030","https://openalex.org/W3201550211","https://openalex.org/W3203050184","https://openalex.org/W4205542076","https://openalex.org/W4283799528","https://openalex.org/W4321018027","https://openalex.org/W6600018615","https://openalex.org/W6600407735","https://openalex.org/W6600669965","https://openalex.org/W6600804061","https://openalex.org/W6604233986","https://openalex.org/W6607148686","https://openalex.org/W6613237716","https://openalex.org/W6818151226"],"related_works":["https://openalex.org/W7172385585","https://openalex.org/W3161680161","https://openalex.org/W2928689799","https://openalex.org/W6887920299","https://openalex.org/W7105994758","https://openalex.org/W7168260799","https://openalex.org/W2953344913","https://openalex.org/W2281035412","https://openalex.org/W4386846029","https://openalex.org/W2900031387"],"abstract_inverted_index":{"Abstract":[0],"A":[1],"novel,":[2],"air":[3],"and":[4,24,31,59,98],"thermally":[5],"stable,":[6],"yet":[7],"highly":[8,29],"reactive":[9],"trifluoromethylthiolating":[10],"reagent,":[11],"CF3SO2SCF3":[12],"(1),":[13],"was":[14,79],"prepared":[15],"easily":[16],"in":[17,109],"one":[18,37],"step":[19],"from":[20],"commercially":[21],"inexpensive":[22],"CF3SO2Na":[23],"Tf2O.":[25],"1":[26,72,90,105],"is":[27],"a":[28,46,74,82],"versatile":[30],"atom\u2010efficient":[32],"reagent":[33],"that":[34,78],"can":[35],"generate":[36],"equivalent":[38],"of":[39,43,48,55,67,94,102],"CF3S+,":[40],"two":[41,92],"equivalents":[42,93],"CF3S\u2212,":[44],"or":[45,87],"combination":[47],"CF3S\u22c5/CF3\u22c5":[49],"species.":[50],"Many":[51],"high\u2010yielding":[52],"CF3S":[53,70,95],"reactions":[54,101],"C,":[56],"O,":[57],"S,":[58],"N\u2010nucleophiles":[60],"were":[61],"achieved,":[62],"including":[63],"the":[64,99],"simple\u2010step":[65],"preparations":[66],"many":[68],"reported":[69],"reagents.":[71],"delivered":[73],"hitherto":[75],"hard\u2010to\u2010synthesize":[76],"ArOSCF3":[77],"followed":[80],"by":[81],"novel":[83],"CF3SII\u2010rearrangement.":[84],"Through":[85],"Cu":[86],"TDAE/Ph3P":[88],"combinations,":[89],"generated":[91],"anion":[96],"species,":[97],"photo\u2010catalyzed":[100],"alkenes":[103],"with":[104],"provided":[106],"CF3/CF3S\u2010containing":[107],"products":[108],"high":[110],"atom\u2010efficiency.":[111]},"counts_by_year":[{"year":2026,"cited_by_count":5},{"year":2025,"cited_by_count":8},{"year":2024,"cited_by_count":10},{"year":2023,"cited_by_count":3}],"updated_date":"2026-10-30T12:39:25.321706","created_date":"2023-06-08T00:00:00"}