{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,8]],"date-time":"2026-04-08T05:01:43Z","timestamp":1775624503386,"version":"3.50.1"},"reference-count":71,"publisher":"Wiley","issue":"47","license":[{"start":{"date-parts":[[2016,10,20]],"date-time":"2016-10-20T00:00:00Z","timestamp":1476921600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2016,11,14]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A fluorostannylenoid<jats:bold>(<\/jats:bold>Cs<jats:sup>+<\/jats:sup>[R<jats:sub>2<\/jats:sub>SnF]<jats:sup>\u2212<\/jats:sup>(<jats:bold>9<\/jats:bold>), R<jats:sub>2<\/jats:sub>=(TMS)<jats:sub>2<\/jats:sub>CCH<jats:sub>2<\/jats:sub>CH<jats:sub>2<\/jats:sub>C(TMS)<jats:sub>2<\/jats:sub>) was prepared by reacting a stable dialkylstannylene (R<jats:sub>2<\/jats:sub>Sn (<jats:bold>8<\/jats:bold>), R<jats:sub>2<\/jats:sub>=(TMS)<jats:sub>2<\/jats:sub>CCH<jats:sub>2<\/jats:sub>CH<jats:sub>2<\/jats:sub>C(TMS)<jats:sub>2<\/jats:sub>) with cesium fluoride at room temperature in THF. While<jats:bold>9<\/jats:bold>is stable in THF and DME, removal of the solvent leads to the regeneration of stannylene<jats:bold>8<\/jats:bold>. No reaction occurred when<jats:bold>8<\/jats:bold>was treated with CsF in a hydrocarbon solvent. Addition of dibenzo\u201021\u2010crown\u20107 ether to the THF solution of stannylenoid<jats:bold>9<\/jats:bold>followed by usual workup affords the corresponding crystalline stannylenoid crown ether complex, the X\u2010ray structural analysis of which revealed a fluorine\u2010bridged contact ion\u2010pair structure. The reaction of<jats:bold>9<\/jats:bold>with excess phenylacetylene gives the corresponding di(phenylethynyl)stannane.<\/jats:p>","DOI":"10.1002\/anie.201608162","type":"journal-article","created":{"date-parts":[[2016,10,20]],"date-time":"2016-10-20T13:09:12Z","timestamp":1476968952000},"page":"14784-14787","source":"Crossref","is-referenced-by-count":19,"title":["Reversible Stannylenoid Formation from the Corresponding Stannylene and Cesium Fluoride"],"prefix":"10.1002","volume":"55","author":[{"given":"Chenting","family":"Yan","sequence":"first","affiliation":[{"name":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education No. 58 Haishu Rd. Hangzhou 311121 Zhejiang China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Zhifang","family":"Li","sequence":"additional","affiliation":[{"name":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education No. 58 Haishu Rd. Hangzhou 311121 Zhejiang China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xu\u2010Qiong","family":"Xiao","sequence":"additional","affiliation":[{"name":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education No. 58 Haishu Rd. Hangzhou 311121 Zhejiang China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Ningka","family":"Wei","sequence":"additional","affiliation":[{"name":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education No. 58 Haishu Rd. Hangzhou 311121 Zhejiang China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Qiong","family":"Lu","sequence":"additional","affiliation":[{"name":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education No. 58 Haishu Rd. Hangzhou 311121 Zhejiang China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Mitsuo","family":"Kira","sequence":"additional","affiliation":[{"name":"Hangzhou Normal University Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education No. 58 Haishu Rd. 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TheJ(119Sn-19F) for fluorostannane18is observed to be 2616\u2005Hz (see the Supporting Information)."},{"key":"e_1_2_2_46_1","unstructured":"Alternatively 10is prepared by the reaction of stannylene8with CsF in toluene in the presence of an equimolar amount of the crown ether (see the Supporting Information)."},{"key":"e_1_2_2_47_1","unstructured":"\u00a0"},{"key":"e_1_2_2_48_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0020-1693(99)00342-4"},{"key":"e_1_2_2_49_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-328X(87)80393-5"},{"key":"e_1_2_2_50_2","doi-asserted-by":"publisher","DOI":"10.1021\/om00044a005"},{"key":"e_1_2_2_51_1","doi-asserted-by":"publisher","DOI":"10.1021\/ic50040a010"},{"key":"e_1_2_2_52_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.200800987"},{"key":"e_1_2_2_53_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0567739476001551"},{"key":"e_1_2_2_54_1","unstructured":"Typically the Sn\u2212C(ring) bond lengths for stannanes15(Scheme\u20051) and19[Eq.\u2005(4)] are found to be 2.175 and 2.178\u2005\u00c5 respectively."},{"key":"e_1_2_2_55_1","unstructured":"The DFT calculations were performed with the Gaussian\u200909 program package. 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