Abstract
Reaction of tetrabutylammonium salts of [2-B10H9(N≡CR)]– (R = CH3, C2H5, C(CH3)3, or C6H5) anions with water results in N-borylated iminols (Bu4N)[2-B10H9NH=C(OH)R], and in the presence of an alkali, corresponding N-substituted amides (Bu4N)2[2-B10H9NH-C(=O)R] are formed. The compounds obtained are identified by IR, ESI/MS, and 1H, 11B, and 13C NMR spectroscopy. The crystal structure of compound (Bu4N)[2-B10H9(Z-{NHC(OH)C2H5})] is studied by X-ray diffraction.
Similar content being viewed by others
References
A. P. Zhdanov, V. M. Retivov, G. A. Razgonyaeva, et al., Russ. J. Inorg. Chem. 60, 771 (2015). doi 10.1134/S0036023615070189
P. Kaszynski, J. Huang, G. S. Jenkins, et al., Mol. Cryst. Liq. Cryst. Sci. Technol. 260, 315 (1995).
A. I. Plekhanov, R. V. Markov, S. G. Rautian, et al., Proc. SPIE—Int. Soc. Opt. Eng. 3473, 20 (1998).
A. Jankowiak, A. Balinski, J. E. Harvey, et al., J. Mater. Chem. 1, 1144.
M. B. Bushuev, L. G. Lavrenova, Yu. G. Shvedenkov, et al., Russ. J. Coord. Chem., 34, 190 (2008).
O. G. Shakirova, V. A. Daletskii, L. G. Lavrenova, Russ. J. Inorg. Chem. 58, 650 (2013). doi 10.1134/S0036023613060211
O. G. Shakirova, L. G. Lavrenova, S. A. Bogomyakov, et al., Russ. J. Inorg. Chem. 60, 786 (2015). doi 10.1134/S003602361507013X
V. Tolmachev, J. Koziorowski, I. Sivaev, et al., Bioconjug. Chem. 10, 338 (1999).
A. V. Prikaznov, A. V. Shmalko, I. B. Sivaev, et al., Polyhedron 30, 1494 (2011).
F. Abi-Ghaida, Z. Laila, G. Ibrahim, et al., Dalton Trans. 43, 13087 (2014).
M. Y. Losytskyy, V. B. Kovalska, O. A. Varzatskii, et al., J. Lumin. 169, 51 (2016).
I. N. Klyukin, A. S. Kubasov, I. P. Limarev, et al., Polyhedron 101, 215 (2015).
K. Yu. Zhizhin, A. P. Zhdanov, and N. T. Kuznetsov, Russ. J. Inorg. Chem. 55, 2089 (2010). doi 10.1134/S0036023610140019
K. Yu. Zhizhin, V. N. Mustyatsa, E. Yu. Matveev, et al., Russ. J. Inorg. Chem. 48, 671 (2003).
L. P. Zhdanov, M. V. Lisovsky, L. V. Goeva, et al., Russ. Chem. Bull. 58, 1694 (2009).
A. P. Zhdanov, I. N. Polyakova, G. A. Razgonyaeva, et al., Russ. J. Inorg. Chem. 56, 847 (2011). doi 10.1134/S003602361106026X
K. A. Zhdanova, A. P. Zhdanov, A. V. Ezhov, et al., Russ. Chem. Bull. 63, 194 (2014).
K. A. Zhdanova, A. P. Zhdanov, A.V. Ezhov, et al., Makrogeterotsikly 7, 394 (2014).
A. L. Mindich, N. A. Bokach, M. L. Kuznetsov, et al., ChemPlusChem 77, 1075 (2012).
A. L. Mindich, N. A. Bokach, L. A. Lisitsyn, et al., Organometallics 31, 1716 (2012).
A. L. Mindich, N. A. Bokach, G. L. Starova, et al., Organometallics 32, 6576 (2013).
O. A. Reutov, A. L. Kurts, and K. P. Butin, Organic Chemistry (Binom. Laboratoriya znanii, Moscow, 2004) [in Russian].
N. A. Bokach and V. Yu. Kukushkin, Russ. Chem. Rev. 74, 153 (2005).
I. Sivaev, N. A. Votinova, V. I. Bragin, et al., J. Organomet. Chem. 657, 163 (2002).
I. N. Polyakova, K. Yu. Zhizhin, and N. T. Kuznetsov, Crystallogr. Rep. 52, 271 (2007). doi 10.1134/S1063774507020186
APEX2, SAINT, SADABS (Bruker AXS Inc., Madison, Wisconsin, USA, 2008–2009).
G. M. Sheldrick, Acta Crystallogr. A 64, 112 (2008).
G. M. Sheldrick, Acta Crystallogr. C 71, 3 (2015).
I. V. Dudenkov, K. Yu. Zhizhin, A. S. Chernyavskii, Russ. J. Inorg. Chem. 45, 1864 (2000).
F. H. Allen, O. Kennard, D. G. Watson, et al., J. Chem. Soc. Perkin Trans. II, S1 (1987).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © A.P. Zhdanov, A.Yu. Bykov, A.S. Kubasov, I.N. Polyakova, G.A. Razgonyaeva, K.Yu. Zhizhin, N.T. Kuznetsov, 2017, published in Zhurnal Neorganicheskoi Khimii, 2017, Vol. 62, No. 4, pp. 467–475.
Rights and permissions
About this article
Cite this article
Zhdanov, A.P., Bykov, A.Y., Kubasov, A.S. et al. Hydrolysis of nitrilium derivatives of the closo-decaborate anion [2-B10H9(N≡CR)]– (R = CH3, C2H5, C(CH3)3, or C6H5). Russ. J. Inorg. Chem. 62, 468–475 (2017). https://doi.org/10.1134/S0036023617040210
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0036023617040210