Skip to content
BY-NC-ND 3.0 license Open Access Published by De Gruyter Open Access March 22, 2011

Synthesis and molecular structure of a novel barium arylspiroboronate ester

Nathan Halcovitch, Michael Geier, Christopher Vogels, Andreas Decken and Stephen Westcott
From the journal Open Chemistry


The compound barium bis{bis-(4,6-di-tert-butyl[1,2-benzenediolato(2-)-O,O′]borate)} has been prepared by the addition of 3,5-di-tert-butylcatechol to a solution of boric acid and Ba(OH)2 and characterized by a single crystal X-ray diffraction study. The title compound crystallized in the triclinic space group P-1, with cell parameters a = 13.280(2) Å, b = 15.755(3) Å, and c = 16.980(3) Å, α = 71.691(2)o, β = 79.528(3)o, γ = 80.741(3)o, Z = 1, and V = 3296.1(10) Å3. The structure was solved by direct methods and refined to a final R = 0.0459 for 14370 reflections with I > 2σ(I). One of the arylspiroboronate ester counterions is bound to the barium atom in a rare example of the η1 bonding mode via a single oxygen of one of the catecholato groups. The coordination sphere around the barium is complemented by four molecules of water, one molecule of acetone and two bridging water molecules, connecting to an adjacent barium atom.

[1] A. Downard, M. Niewenhuyzen, K.R. Seddon, J.A. van den Berg, M.A. Schmidt, J.F.S. Vaughan, U. Welz-Biermann, Cryst. Growth Design 2, 111 (2002) in Google Scholar

[2] R.T. Kelly, A. Whiting, N.S. Chandrakumar, J. Am. Chem. Soc. 108, 3510 (1986) in Google Scholar

[3] T.O. Vieira, M.J. Green, H. Alper, Org. Lett. 8, 6143 (2006) in Google Scholar PubMed

[4] T. Maki, K. Ishihara, H. Yamamoto, Tetrahedron 63, 8645 (2007) in Google Scholar

[5] R. Taube, P. Böhme, J.P. Gehrke, Z. Anorg. Allg. Chem. 578, 89 (1989) in Google Scholar

[6] X. He, J.F. Hartwig, J. Am. Chem. Soc. 118, 1696 (1996) in Google Scholar

[7] S.A. Westcott, H.P. Blom, T.B. Marder, R.T. Baker, J.C. Calabrese, Inorg. Chem. 32, 2175 (1993). in Google Scholar

[8] S.H. Chikkali, D. Gudat, F. Lissner, M. Nieger, T. Schleid, Dalton Trans. 3906 (2007) 10.1039/b708252eSearch in Google Scholar PubMed

[9] J. Svoboda, V. Zima, L. Beneš, K. Melánová, M. Trchová, M. Vlček, Solid State Sci. 10, 1533 (2008) in Google Scholar

[10] J. Tedim, R. Bessada, S. Patrício, A.L. Magalhães, C. Freire, S.J. Gurman, A.R. Hillman, Langmuir 24, 8998 (2008) in Google Scholar PubMed

[11] Y. Yamazaki, R. Hernandez-Sanchez, S.M. Haile, Chem. Mater. 21, 2755 (2009) in Google Scholar

[12] R.C. Dunbar, J.D. Steill, N.C. Polfer, J. Oomens, J. Phys. Chem. B 113, 10552 (2009) in Google Scholar

[13] W.W. Yang, Y.Y. Di, Y.X. Kong, Y.F. Zhu, Z.C. Tan, J. Chem. Eng. Data 54, 2038 (2009) in Google Scholar

[14] SAINT 6.02 (Bruker AXS, Inc., Madison, Wisconsin, USA, 1997–1999) Search in Google Scholar

[15] G.M. Sheldrick, SADABS (Bruker AXS, Inc., Madison, Wisconsin, USA, 1999) Search in Google Scholar

[16] G.M. Sheldrick, SHELXTL 5.1 (Bruker AXS, Inc., Madison, Wisconsin, USA, 1997) Search in Google Scholar

[17] R.D. Hancock, C.J. Siddons, K.A. Oscarson, J.M. Reibenspies, Inorg. Chim. Acta. 357, 723 (2004) in Google Scholar

[18] W.P. Griffith, A.J.P. White, D.J. Williams, Polyhedron 15, 2835 (1996) in Google Scholar

[19] E. Voisin, T. Maris, J.D. Wuest, Cryst. Growth Des. 8, 308 (2008) in Google Scholar

[20] W. Clegg, A.J. Scott, F.J. Lawlor, N.C. Norman, T.B. Marder, C. Dai, P. Nguyen, Acta Cryst. C54, 1875 (1998) 10.1107/S0108270198009810Search in Google Scholar

[21] P.D. Woodgate, G.M. Horner, N.P. Maynard, C.E.F. Rickard, J. Organomet. Chem. 590, 52 (1999) in Google Scholar

[22] D.B. Llewellyn, D. Adamson, B.A. Arndtsen, Org. Lett. 2, 4165 (2000) in Google Scholar PubMed

[23] W. Clegg, A.J. Scott, F.J. Lawlor, N.C. Norman, T.B. Marder, C. Dai, P. Nguyen, Acta Cryst. C55, 733 (1999) 10.1107/S0108270199000323Search in Google Scholar

[24] A. Albinati, F. Faccini, S. Gross, G. Kickelbick, S. Rizzato, A. Venzo, Inorg. Chem. 46, 3459 (2007) in Google Scholar PubMed

[25] K.M. Kim, S.S. Lee, O.S. Jung, Y.S. Sohn, Inorg. Chem. 35, 3077 (1996) in Google Scholar PubMed

[26] M. Westerhausen, G. Sapelza, P. Mayer, Inorg. Chem. Commun. 9, 949 (2006) in Google Scholar

[27] R.J. Errington, M. Tombul, G.L.P. Walker, W. Clegg, S.L. Heath, L. Horsburgh, J. Chem. Soc., Dalton Trans. 3533 (1999) Search in Google Scholar

Published Online: 2011-3-22
Published in Print: 2011-6-1

© 2011 Versita Warsaw

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Scroll Up Arrow