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In the presence of pyridine, opening of the icosahedron took place, and a zwitterionic intermediate was isolated and fully characterized in the solid state by X\u2010ray diffraction and in solution by multinuclear magnetic resonance techniques. Although such types of intermediates, prior to deboronation of the <jats:italic>ortho<\/jats:italic>\u2010carborane cage, have been proposed several times, this is first example for which the structure has been confirmed unambiguously. This intermediate possesses a <jats:italic>nido<\/jats:italic> structure and contains a 7,8\u2010dicarba\u2010<jats:italic>nido<\/jats:italic>\u2010undecaborate(1\u2212) anion and a boronium cation, the latter with two pyridine rings linked to the boron atom, which has been extruded from the cage. It was shown that this process is reversible as long as the deboronation is not complete. The formation of the intermediate is accompanied by deboronation, which leads to the 7,8\u2010dicarba\u2010<jats:italic>nido<\/jats:italic>\u2010undecaborate(1\u2212) anion. The latter was prepared independently by conventional routes from the title compound, isolated as crystalline material as the tetrabutyl ammonium salt, and characterized by X\u2010ray structural analysis and multinuclear magnetic resonance spectroscopy (<jats:sup>1<\/jats:sup>H, <jats:sup>11<\/jats:sup>B, <jats:sup>13<\/jats:sup>C, and <jats:sup>77<\/jats:sup>Se).<\/jats:p>","DOI":"10.1002\/chem.201002277","type":"journal-article","created":{"date-parts":[[2011,2,9]],"date-time":"2011-02-09T07:58:56Z","timestamp":1297238336000},"page":"3238-3251","source":"Crossref","is-referenced-by-count":19,"title":["Synthesis and Reactivity of 4,5\u2010[1,2\u2010Dicarba\u2010<i>closo<\/i>\u2010dodecaborano(12)]\u20101,3\u2010diselenacyclopentane: Opening of the Icosahedron to Give a Zwitterionic Intermediate and Conversion into 7,8\u2010Dicarba\u2010<i>nido<\/i>\u2010undecaborate(1\u2212)"],"prefix":"10.1002","volume":"17","author":[{"given":"Bernd","family":"Wrackmeyer","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Elena V.","family":"Klimkina","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wolfgang","family":"Milius","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tobias","family":"Bauer","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rhett","family":"Kempe","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2011,2,9]]},"reference":[{"key":"e_1_2_6_1_2","doi-asserted-by":"publisher","DOI":"10.1021\/ic50010a002"},{"key":"e_1_2_6_2_2","doi-asserted-by":"publisher","DOI":"10.1007\/BF00843831"},{"key":"e_1_2_6_3_2","unstructured":"\u00a0"},{"key":"e_1_2_6_4_2","volume-title":"Carboranes","author":"Grimes R. 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