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11B NMR study of the tautomeric transformations of the 7,8-dicarba-nido-und ecaborane(11) adducts with pyridine derivatives

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Abstract

The tautomeric transformations of o-carborane(12) 7,8-C2B9H11-Py(X), where Py(X) = 4-picoline (4-CH3-C5H4N), 3-picoline (3-CH3-C5H4N 4-stilbazole (4-C6H5-C2H2-C5H4N, or 3-bromopyridine (3-Br-C5H4N), and the iodo derivative 7,8-C2B9H10I C5H5N were studied by11B NMR spectroscopy in solution. The tautomeric transformations found are caused by migration of the bridging hydrogen cluster C2B9H11 which is present in the structures. In the11B NMR spectra, the boron signal is observed in the high-field region of the spectrum if the nearest two boron atoms are additionally bound by the bridging hydrogen. This enables the recording of the dynamic structural transformations of the adducts. It was found that the tautomeric equilibrium depends on the nature of substituents introduced in the heterocyclic ligand and the carborane cluster. Substituents with greater electron-accepting ability induce a shift of equilibrium toward the tautomer in which the bridging hydrogen is farther from the boron atom bonded to the substituent.

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Authors and Affiliations

  1. Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Russia

    O. V. Volkov, E. A. Ll’inchik & V. V. Volkov

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  1. O. V. Volkov
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  2. E. A. Ll’inchik
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  3. V. V. Volkov
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Volkov, O.V., Ll’inchik, E.A. & Volkov, V.V. 11B NMR study of the tautomeric transformations of the 7,8-dicarba-nido-und ecaborane(11) adducts with pyridine derivatives. J Struct Chem 40, 402–405 (1999). https://doi.org/10.1007/BF02700635

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  • DOI: https://doi.org/10.1007/BF02700635

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