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1、JournalofFluorineChemistry119(2003)101±107Anewsynthesisoftri¯uoromethanethiolatesÐcharacterizationandpropertiesoftetramethylammonium,cesiumanddi(benzo-15-crown-5)cesiumtri¯uoromethanethiolatesa,*aaWielandTyrra,DieterNaumann,BertholdHoge,bYuriiL.YagupolskiiaInstitutfuÈrAnorgani
2、scheChemie,UniversitaÈtzuKoÈln,Greinstrasse6,D-50939Cologne,GermanybInstituteofOrganicChemistryoftheNationalAcademyofSciencesofUkraine,Murmanskaya5,UA-02094Kiev,UkraineReceived9September2002;receivedinrevisedform14October2002;accepted16October2002DedicatedtoProfessorRuÈdigerMe
3、wsontheoccasionofhis60thbirthday.Abstract[NMe4]SCF3,CsSCF3and[(B-15-C-5)2Cs]SCF3(B-15-C-5:benzo-15-crown-5)areformedfromreactionsofthecorresponding¯uorides,trimethyl(tri¯uoromethyl)silane,Me3SiCF3,andelementalsulfuringlymeorTHF.Allcompoundsarecolorlesstopaleochresolidsdecompos
4、ingsigni®cantlyaboveambienttemperature.Excellentagreementbetweenexperimentalandtheoreticalvibrationalfrequencies,calculatedattheB3PW91leveloftheory,impressivelycon®rmsthesalt-likenatureof[NMe4]SCF3.ThepropertiesofthetitlecompoundsasnucleophilicSCF3transferreagentswerecheckedwi
5、thavarietyoforganic,organometallicandinorganiccompounds.#2002ElsevierScienceB.V.Allrightsreserved.Keywords:Tri¯uoromethanethiolate;Synthesis;Properties1.Introductionexceptionof[S(NMe2)3]SCF3[13]and(TDAE)[SCF3]2[8]allothercompoundsaredescribedtobeunstableatambientOrganicSCF3gro
6、upscontainingcompoundsareofsig-temperature.ni®cantinterestforpharmaceuticalandagrochemicalpur-Herein,anew,convenientone-potprocedureforthepre-poses[1].However,thenumberofeasilyaccessiblereagentsparationof[NMe4]SCF3,CsSCF3and[(B-15-C-5)2Cs]SCF3suitablefornucleophilicintroductio
7、nsofSCF3groupsintoispresentedhavingthegreatadvantagethatneitherhighlyorganic,organometallicandinorganiccompoundsislimitedtoxicnorveryexpensivereagentsareinvolved.Thecom-sofar.AgSCF3[2]andHg(SCF3)2[3]areavailablefrompoundsarethermallystableandcanwidelybeusedasreactionsofthemeta
8、l¯uoridesandCS2inmoderatetogoodnucleophilicSCF3transferreagen
