Practical synthesis of 1,4-dioxane derivative of the closo-dodecaborate anion and its ring opening with acetylenic alkoxides |
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Authors: | Igor B. Sivaev Nadezhda Yu. Kulikova Maxim V. Vichuzhanin Zoya A. Starikova Vladimir I. Bregadze |
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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 |
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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)2OCH2CCH] · 0.5HOCH2CCH were determined by single-crystal X-ray diffraction. |
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Keywords: | closo-Dodecaborate 1,4-Dioxane derivative Terminal acetylenes Triazoles Synthesis X-ray structure |
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