Facile Synthesis of closo-nido Bis(carborane) and Its Highly Regioselective Halogenation

Alan Jeffrey Welch, Grigiriy Kazakov, Igor Sivaev, Kyrill Suponitsky, Alexey Kirilin, Vladimir Bregadze

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Abstract

1,1’-Bis(ortho-carborane) undergoes mild deboronation in solution in the presence of water with formation of the [7-(1′,2′-closo-C2B10H11-1′-)-7,8-nido-C2B9H11]- (1) anion. The chlorination of 1 with N-chlorosuccinimide in acetonitrile proceeds highly regioselectively to give [7-(1′,2′-closo-C2B10H11-1′-)-9-Cl-7,8-nido-C2B9H10]- (2) as the main product, whereas its bromination and iodination with elemental halogens results exclusively in [7-(1′,2′-closo-C2B10H11-1′-)-9-X-7,8-nido-C2B9H10]-, X = Br (3) and I (4), respectively. The structure of [Me3NH][7-(1′,2′-closo-C2B10H11-1′-)-9-X-7,8-nido-C2B9H10] was determined by single-crystal X-ray diffraction.
Original languageEnglish
Pages (from-to)1-5
Number of pages5
JournalJournal of Organometallic Chemistry
Volume805
Early online date11 Jan 2016
DOIs
Publication statusPublished - 1 Mar 2016

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