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Crystals 2022, 12, 1339 NMR spectra of the reaction mixture indicated that the reaction highly selectively con- verted to the [CB11H12]− anion as shown in Figure 1a,b,e,f. These results make the purifica- tion of the crude product simple and efficient. 6 of 7 Figure 1. 11B{1H} and 11B NMR spectra: (a) crude reaction mixture of K[CB11H12] after 3 days of heating a11t 610 ◦C (11B11{1H} NMR); (b) crude reaction mixture of K[CB H ] after 3 days of heating Figure 1. B{ H} and B NMR spectra: (a) crude reaction mixture of K[C1B111H1212] after 3 days of heat- ◦ 11 inagt6a0t 60C°(C (BBN{MHR})N;(Mc)Rp);u(rbifi)ecrduKde[CreBa1c1tHio1n2]minixDtuMreSoOf-Kd6[C(B1B1H{1H2]}aNfteMr 3R)d;a(yds)opfuhreifiaetidngKa[Ct 6B011°HC12] References References 1. 1. Grimes, R.N. Carboranes, 3rd ed.; Elsevier: Oxford, UK, 2016; Chapter 9, pp. 283–502. Knoth, W.H. 1-B9H9CH and B11H11CH . J. Am. Chem. Soc. 1967, 89, 1274–1275. [CrossRef] 2. 23. 3. KScimien,cKe.C20.;0R2,e2e9d7,,C8.2A5.–;8E2l7li.o[tCt,rDos.WsR.;efM][uPeullbeMr,eLd.J].; Tham, F.; Lin, L.; Lambert, J.B. Crystallographic evidence for a free silylium ion. Science 2002, 297, 825–827. 4. 5. 6. 7. Reed, C.A. Carboranes: A New Class of Weakly Coordinating Anions for Strong Electrophiles, Oxidants, and Superacids. Acc. Chem. Res. 1998, 31, 133–139. [CrossRef] Klare, H.F.T.; Albers, L.; Süsse, L.; Keess, S.; Müller, T.; Oestreich, M. Silylium Ions: From Elusive Reactive Intermediates to Potent Catalysts. Chem. Rev. 2021, 121, 5889–5985. [CrossRef] 11 1 11 1 1111111 ◦ (inBDNMSRO);-d(c)(puBriNfieMdRK)[;C(eB)11cHru12d]einreDacMtiSoOn-md6i(xtuBr{eHo}fNMa[RC)B; (dH) pu]raifitedr 3K[dCaBy1s1Hof12h]einatDinMgSaOt 6-d06 C 6 11 12 11 11 1 ( 1B1 N1MR); (e) crude reaction mixture of Na[CB11H12] after 3 days of heating at 60 °C ( B{ H} NM◦ R);11 ( B{ H} NMR); (f) crude reaction mixture of Na[CB11H12] after 3 days of heating at 60 C ( B (f) crude reaction mixture of Na[CB11H12] after 131 da1ys of heating at 60 °C (11B NMR); (g) purified NMR); (g) purified Na[CB11H12] in DMSO-d6 ( B{ H} NMR); (h) purified Na[CB11H12] in DMSO-d6 Na[CB11H12] in DMSO-d6 (11B{1H} NMR); (h) purified Na[CB11H12] in DMSO-d6 (11B NMR). (11B NMR). 4. Conclusions 4. Conclusions Wee developedaasismimplpeleanadnedffefcfteivcetimvetmhoedthtoditroecdtliyrescytnlythseysinztehtehseizuenstohlevautnedsoplovtatsesdium − previoussynthesisof[CB H ]−anion,thismethodavoid−edtheexchangeofcationandsignificantly ferentiating from the pr1e1vio12us synthesis of [CB11H12] anion, this method avoided the ex- − paontdassoiduimumansadltsodfituhme [CsaBl1t1sHo1f2]thean[CioBn1i1nHo12n]eastneiponwitnho6n6–e6s8t%epyiwelidths. 6D6i–ff6e8re%ntyiaiteilndgsf.rDomif-the simplified the reaction procedure, thus enabling a convenient large-scale synthesis. It paves the way change of cation and significantly simplified the reaction procedure, thus enabling a con- for the application of K[CB H ] and Na[CB H ] in many fields such as in solid ionic conductors. 11 12 11 12 venient large-scale synthesis. It paves the way for the application of K[CB11H12] and Na[CB11H12] in many fields such as in solid ionic conductors. Supplementary Materials: The following supporting information can be downloaded at: https:// www.mdpi.com/article/10.3390/cryst12101339/s1, 1H, 1H{11B}, 11B, 11B{1H}, 13C{1H} NMR spectra Supplementary Materials: The following supporting information can be downloaded at: 11 11 copyofNa[CBH]an1dK[1CB11H11]1B1-1BN1M3R1spectracopyofK[CBH]. www.mdpi.com1/1xxx12/s1, H, H{ 11B},12 B, , B{ H}, C{ H} NMR spectra cop1y1 o1f2Na[CB11H12] and K[CB11H12], 11B-11B NMR spectra copy of K[CB11H12]. Author Contributions: Synthesis and NMR spectroscopy studies, H.H.; synthesis, Y.-Y.W. and X.-C.Y.; writing—original draft preparation, H.H. and Y.-N.M.; writing—review and editing, Y.-N.M. and Author Contributions: Synthesis and NMR spectroscopy studies, H.H.; synthesis, Y.-Y.W. and X.- X.C.; supervision, X.C.; project administration, X.C.; funding acquisition, X.C. All authors have read C.Y.; writing—original draft preparation, H.H. and Y.-N.M.; writing—review and editing, Y.-N.M. aannddXa.Cgr.;eseudpteorvthiseiopnu,bXli.sCh.;epdrvoejercstioandmofinthisetrmataionnu,sXcr.iCp.t;.funding acquisition, X.C. All authors have read and agreed to the published version of the manuscript. Funding: This research was funded by National Natural Science Foundation of China, grant numbers F2u2n1d7i1n2g4:6Tahnids rUes1e8a0r4c2h53w.as funded by National Natural Science Foundation of China, grant num- Institutional Review Board Statement: Not applicable. Institutional Review Board Statement: Not applicable. Informed Consent Statement: Not applicable. Informed Consent Statement: Not applicable. Data Availability Statement: Data are contained within the article and Supplementary Materials. Data Availability Statement: Data are contained within the article and supporting material. Conflicts of Interest: The authors declare no conflict of interest. bers 22171246 and U1804253. Conflicts of Interest: The authors declare no conflict of interest. Grimes, R.N. Carboranes, 3rd ed.; Elsevier: Oxford, UK, 2016; Chapter 9; pp. 283–502. −− Knimot,hK, W.C.;HR.e1e-dB,9HC9.ACH.; EallniodttB,1D1H.W11.C; MHu.eJ.llAerm, L. C.J.h;eTmh.aSmoc,.F1.;9L67in,,8L9,.;1L2a7m4–b1e2r7t5,.J.B. Crystallographic evidence for a free silylium ion. −− Juhasz, M.; Hoffmann, S.; Stoyanov, E.; Kim, K.C.; Reed, C.A. The Strongest Isolable Acid. Angew. Chem. Int. Ed. 2004, 43, 5352–5355. [CrossRef] Spokoyny, A.M.; Machan, C.W.; Clingerman, D.J.; Rosen, M.S.; Wiester, M.J.; Kennedy, R.D.; Stern, C.L.; Sarjeant, A.A.; Mirkin, C.A. A coordination chemistry dichotomy for icosahedral carborane-based ligands. Nat. Chem. 2011, 3, 590–596. [CrossRef]PDF Image | Efficient Way to Directly Synthesize Unsolvated Alkali Metal
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