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Practical synthesis of 1,4-dioxane derivative of the closo-dodecaborate anion and its ring opening with acetylenic alkoxides
Authors:Igor B. Sivaev  Nadezhda Yu. Kulikova  Maxim V. Vichuzhanin  Zoya A. Starikova  Vladimir I. Bregadze
Affiliation:a A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov Street 28, 119991 Moscow, Russia
b Higher Chemical College of the Russian Academy of Sciences, Miusskaya Square 9, 125047 Moscow, Russia
Abstract:Practical method of synthesis of the 1,4-dioxane derivative of the closo-dodecaborate anion was developed. The cleavage of the dioxonium ring in [B12H11O(CH2CH2)2O] with acetylenic alcohols gave rise to the preparation of closo-dodecaborate derivatives with terminal acetylene group. These compounds can be introduced into click reactions with phenylazide leading to the corresponding triazoles. The structures of (Bu4N)[B12H11O(CH2CH2)2O] and (Bu4N)2[B12H11(OCH2CH2)2OCH2Ctriple bond; length of mdashCH] · 0.5HOCH2Ctriple bond; length of mdashCH were determined by single-crystal X-ray diffraction.
Keywords:closo-Dodecaborate   1,4-Dioxane derivative   Terminal acetylenes   Triazoles   Synthesis   X-ray structure
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