{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,1]],"date-time":"2026-02-01T05:20:53Z","timestamp":1769923253426,"version":"3.49.0"},"reference-count":74,"publisher":"Wiley","issue":"2","license":[{"start":{"date-parts":[[2014,10,31]],"date-time":"2014-10-31T00:00:00Z","timestamp":1414713600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2015,1,7]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>The addition of BCl<jats:sub>3<\/jats:sub> to the carbene\u2010transfer reagent NHC\u2192SiCl<jats:sub>4<\/jats:sub> (NHC=1,3\u2010dimethylimidazolidin\u20102\u2010ylidene) gave the tetra\u2010 and pentacoordinate trichlorosilicon(IV) cations [(NHC)SiCl<jats:sub>3<\/jats:sub>]<jats:sup>+<\/jats:sup> and [(NHC)<jats:sub>2<\/jats:sub>SiCl<jats:sub>3<\/jats:sub>]<jats:sup>+<\/jats:sup> with tetrachloroborate as counterion. This is in contrast to previous reactions, in which NHC\u2192SiCl<jats:sub>4<\/jats:sub> served as a transfer reagent for the NHC ligand. The addition of BF<jats:sub>3<\/jats:sub><jats:bold>\u22c5<\/jats:bold>OEt<jats:sub>2<\/jats:sub>, on the other hand, gave NHC\u2192BF<jats:sub>3<\/jats:sub> as the product of NHC transfer. In addition, the highly Lewis acidic bis(pentafluoroethyl)silane (C<jats:sub>2<\/jats:sub>F<jats:sub>5<\/jats:sub>)<jats:sub>2<\/jats:sub>SiCl<jats:sub>2<\/jats:sub> was treated with NHC\u2192SiCl<jats:sub>4<\/jats:sub>. In acetonitrile, the cationic silicon(IV) complexes [(NHC)SiCl<jats:sub>3<\/jats:sub>]<jats:sup>+<\/jats:sup> and [(NHC)<jats:sub>2<\/jats:sub>SiCl<jats:sub>3<\/jats:sub>]<jats:sup>+<\/jats:sup> were detected with [(C<jats:sub>2<\/jats:sub>F<jats:sub>5<\/jats:sub>)SiCl<jats:sub>3<\/jats:sub>]<jats:sup>\u2212<\/jats:sup> as counterion. A similar result was already reported for the reaction of NHC\u2192SiCl<jats:sub>4<\/jats:sub> with (C<jats:sub>2<\/jats:sub>F<jats:sub>5<\/jats:sub>)<jats:sub>2<\/jats:sub>SiH<jats:sub>2<\/jats:sub>, which gave [(NHC)<jats:sub>2<\/jats:sub>SiCl<jats:sub>2<\/jats:sub>H][(C<jats:sub>2<\/jats:sub>F<jats:sub>5<\/jats:sub>)SiCl<jats:sub>3<\/jats:sub>]. If the reaction medium was changed to dichloromethane, the products of carbene transfer, NHC\u2192Si(C<jats:sub>2<\/jats:sub>F<jats:sub>5<\/jats:sub>)<jats:sub>2<\/jats:sub>Cl<jats:sub>2<\/jats:sub> and NHC\u2192Si(C<jats:sub>2<\/jats:sub>F<jats:sub>5<\/jats:sub>)<jats:sub>2<\/jats:sub>ClH, respectively, were obtained instead. The formation of the latter species is a result of chloride\/hydride metathesis. These compounds may serve as valuable precursors for electron\u2010poor silylenes. Furthermore, the reactivity of NHC\u2192SiCl<jats:sub>4<\/jats:sub> towards phosphines is discussed. The carbene complex NHC\u2192PCl<jats:sub>3<\/jats:sub> shows similar reactivity to NHC\u2192SiCl<jats:sub>4<\/jats:sub>, and may even serve as a carbene\u2010transfer reagent as well.<\/jats:p>","DOI":"10.1002\/chem.201404628","type":"journal-article","created":{"date-parts":[[2014,10,31]],"date-time":"2014-10-31T16:50:30Z","timestamp":1414774230000},"page":"893-899","source":"Crossref","is-referenced-by-count":25,"title":["NHC\u2192SiCl<sub>4<\/sub>: An Ambivalent Carbene\u2010Transfer Reagent"],"prefix":"10.1002","volume":"21","author":[{"given":"Tobias","family":"B\u00f6ttcher","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Simon","family":"Steinhauer","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lesley C.","family":"Lewis\u2010Alleyne","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Beate","family":"Neumann","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Hans\u2010Georg","family":"Stammler","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bassem S.","family":"Bassil","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Gerd\u2010Volker","family":"R\u00f6schenthaler","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Berthold","family":"Hoge","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2014,10,31]]},"reference":[{"key":"e_1_2_6_1_2","unstructured":"\u00a0"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/b812066h"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1080\/02603590903385752"},{"key":"e_1_2_6_4_2","doi-asserted-by":"crossref","first-page":"1115","DOI":"10.1071\/CH13429","volume":"66","author":"Jones C.","year":"2013","journal-title":"Aust. J. Chem."},{"key":"e_1_2_6_5_2","unstructured":"\u00a0"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200400415"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2004.10.003"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200703883"},{"key":"e_1_2_6_8_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200703883"},{"key":"e_1_2_6_9_2","first-page":"83","volume-title":"Routes to N\u2010Heterocyclic Carbene Complexes","author":"Peris E.","year":"2007"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1039\/9781847559616-00001"},{"key":"e_1_2_6_11_2","unstructured":"\u00a0"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.199721621"},{"key":"e_1_2_6_12_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.19971092006"},{"key":"e_1_2_6_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr940472u"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200301714"},{"key":"e_1_2_6_14_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200301714"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2008.05.018"},{"key":"e_1_2_6_16_2","unstructured":"\u00a0"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200400928"},{"key":"e_1_2_6_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/om021022s"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja010628p"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja110634h"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1039\/c1cc14243g"},{"key":"e_1_2_6_22_2","doi-asserted-by":"publisher","DOI":"10.1002\/hc.10098"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/om981023d"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/om9709704"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/om9709897"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100328e"},{"key":"e_1_2_6_27_2","doi-asserted-by":"publisher","DOI":"10.1039\/C2SC21214E"},{"key":"e_1_2_6_28_2","unstructured":"\u00a0"},{"key":"e_1_2_6_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00040a007"},{"key":"e_1_2_6_30_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar980126p"},{"key":"e_1_2_6_31_2","unstructured":"\u00a0"},{"key":"e_1_2_6_32_2","doi-asserted-by":"publisher","DOI":"10.1039\/c4cc02583k"},{"key":"e_1_2_6_33_2","unstructured":"S. Steinhauer T. B\u00f6ttcher N. Schwarze B. Neumann H.\u2010G. Stammler B. Hoge Angew. Chem. Int. Ed.\u00ad2014 DOI:;Angew. Chem.\u00ad2014 DOI:."},{"key":"e_1_2_6_34_2","unstructured":"\u00a0"},{"key":"e_1_2_6_35_2","volume-title":"The Silicon\u2010Heteroatom Bond (Chapter 1: Hypervalent Silicon Compounds)","author":"Corriu R. J. P.","year":"1989"},{"key":"e_1_2_6_36_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00020a003"},{"key":"e_1_2_6_37_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr950243n"},{"key":"e_1_2_6_38_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ccr.2010.11.019"},{"key":"e_1_2_6_39_2","doi-asserted-by":"publisher","DOI":"10.1021\/om00018a041"},{"key":"e_1_2_6_40_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr00037a003"},{"key":"e_1_2_6_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/om960253u"},{"key":"e_1_2_6_42_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja953211q"},{"key":"e_1_2_6_43_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar960132q"},{"key":"e_1_2_6_44_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1075469"},{"key":"e_1_2_6_45_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1073540"},{"key":"e_1_2_6_46_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar6000473"},{"key":"e_1_2_6_47_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200701136"},{"key":"e_1_2_6_47_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200701136"},{"key":"e_1_2_6_48_2","doi-asserted-by":"publisher","DOI":"10.5560\/znb.2013-3057"},{"key":"e_1_2_6_49_2","unstructured":"\u00a0"},{"key":"e_1_2_6_50_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200902431"},{"key":"e_1_2_6_50_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200902431"},{"key":"e_1_2_6_51_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201301363"},{"key":"e_1_2_6_51_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201301363"},{"key":"e_1_2_6_52_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19951280307"},{"key":"e_1_2_6_53_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01315a103"},{"key":"e_1_2_6_54_2","unstructured":"\u00a0"},{"key":"e_1_2_6_55_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19931260913"},{"key":"e_1_2_6_56_2","doi-asserted-by":"publisher","DOI":"10.1007\/s007060070101"},{"key":"e_1_2_6_57_2","unstructured":"\u00a0"},{"key":"e_1_2_6_58_2","doi-asserted-by":"publisher","DOI":"10.1039\/c29690000104"},{"key":"e_1_2_6_59_2","doi-asserted-by":"publisher","DOI":"10.1039\/j19700000370"},{"key":"e_1_2_6_60_2","doi-asserted-by":"publisher","DOI":"10.1016\/0020-1650(70)80150-7"},{"key":"e_1_2_6_61_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201308309"},{"key":"e_1_2_6_61_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201308309"},{"key":"e_1_2_6_62_2","unstructured":"\u00a0"},{"key":"e_1_2_6_63_2","unstructured":"B. Hoge S. Steinhauer J. Bader N. Ignati\u2032ev 20th Symposium on Fluorine Chemistry Kyoto Japan\u00ad2012;"},{"key":"e_1_2_6_64_2","unstructured":"B. Hoge S. Steinhauer and N. Ignati\u2032ev 6th European Silicon Days Lyon France\u00ad2012."},{"key":"e_1_2_6_65_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889808042726"},{"key":"e_1_2_6_66_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889807029238"},{"key":"e_1_2_6_67_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0108767307043930"}],"container-title":["Chemistry \u2013 A European Journal"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fchem.201404628","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chem.201404628","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T12:56:45Z","timestamp":1760273805000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/chem.201404628"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,10,31]]},"references-count":74,"journal-issue":{"issue":"2","published-print":{"date-parts":[[2015,1,7]]}},"alternative-id":["10.1002\/chem.201404628"],"URL":"https:\/\/doi.org\/10.1002\/chem.201404628","archive":["Portico"],"relation":{},"ISSN":["0947-6539","1521-3765"],"issn-type":[{"value":"0947-6539","type":"print"},{"value":"1521-3765","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,10,31]]}}}