Synthesis and molecular structure of a novel barium arylspiroboronate ester

• Authors: Nathan Halcovitch , Michael Geier , Christopher Vogels , Andreas Decken , Stephen Westcott
• Languages of publication: EN

Abstracts

EN

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.

Keywords

EN

Arylspiroboronate Esters; Barium; Catechol; Coordination

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2011
• Volume: 9
• Issue: 3
• Pages: 386-390

Dates

published

1 - 6 - 2011

online

22 - 3 - 2011

Contributors

author

Nathan Halcovitch

• Mount Allison University

author

Michael Geier

• Mount Allison University

author

Christopher Vogels

• Mount Allison University

author

Andreas Decken

• University of New Brunswick

author

Stephen Westcott

• Mount Allison University

References

• [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) http://dx.doi.org/10.1021/cg010035q[Crossref]
• [2] R.T. Kelly, A. Whiting, N.S. Chandrakumar, J. Am. Chem. Soc. 108, 3510 (1986) http://dx.doi.org/10.1021/ja00272a058[Crossref]
• [3] T.O. Vieira, M.J. Green, H. Alper, Org. Lett. 8, 6143 (2006) http://dx.doi.org/10.1021/ol062646n[Crossref]
• [4] T. Maki, K. Ishihara, H. Yamamoto, Tetrahedron 63, 8645 (2007) http://dx.doi.org/10.1016/j.tet.2007.03.157[Crossref]
• [5] R. Taube, P. Böhme, J.P. Gehrke, Z. Anorg. Allg. Chem. 578, 89 (1989) http://dx.doi.org/10.1002/zaac.19895780111[Crossref]
• [6] X. He, J.F. Hartwig, J. Am. Chem. Soc. 118, 1696 (1996) http://dx.doi.org/10.1021/ja9516773[Crossref]
• [7] S.A. Westcott, H.P. Blom, T.B. Marder, R.T. Baker, J.C. Calabrese, Inorg. Chem. 32, 2175 (1993). http://dx.doi.org/10.1021/ic00062a048[Crossref]
• [8] S.H. Chikkali, D. Gudat, F. Lissner, M. Nieger, T. Schleid, Dalton Trans. 3906 (2007)
• [9] J. Svoboda, V. Zima, L. Beneš, K. Melánová, M. Trchová, M. Vlček, Solid State Sci. 10, 1533 (2008) http://dx.doi.org/10.1016/j.solidstatesciences.2008.03.009[Crossref]
• [10] J. Tedim, R. Bessada, S. Patrício, A.L. Magalhães, C. Freire, S.J. Gurman, A.R. Hillman, Langmuir 24, 8998 (2008) http://dx.doi.org/10.1021/la801424k[Crossref]
• [11] Y. Yamazaki, R. Hernandez-Sanchez, S.M. Haile, Chem. Mater. 21, 2755 (2009) http://dx.doi.org/10.1021/cm900208w[Crossref]
• [12] R.C. Dunbar, J.D. Steill, N.C. Polfer, J. Oomens, J. Phys. Chem. B 113, 10552 (2009) http://dx.doi.org/10.1021/jp905060n[Crossref]
• [13] W.W. Yang, Y.Y. Di, Y.X. Kong, Y.F. Zhu, Z.C. Tan, J. Chem. Eng. Data 54, 2038 (2009) http://dx.doi.org/10.1021/je800876t[Crossref]
• [14] SAINT 6.02 (Bruker AXS, Inc., Madison, Wisconsin, USA, 1997–1999)
• [15] G.M. Sheldrick, SADABS (Bruker AXS, Inc., Madison, Wisconsin, USA, 1999)
• [16] G.M. Sheldrick, SHELXTL 5.1 (Bruker AXS, Inc., Madison, Wisconsin, USA, 1997)
• [17] R.D. Hancock, C.J. Siddons, K.A. Oscarson, J.M. Reibenspies, Inorg. Chim. Acta. 357, 723 (2004) http://dx.doi.org/10.1016/j.ica.2003.06.016[Crossref]
• [18] W.P. Griffith, A.J.P. White, D.J. Williams, Polyhedron 15, 2835 (1996) http://dx.doi.org/10.1016/0277-5387(95)00590-0[Crossref]
• [19] E. Voisin, T. Maris, J.D. Wuest, Cryst. Growth Des. 8, 308 (2008) http://dx.doi.org/10.1021/cg700803k[Crossref]
• [20] W. Clegg, A.J. Scott, F.J. Lawlor, N.C. Norman, T.B. Marder, C. Dai, P. Nguyen, Acta Cryst. C54, 1875 (1998)
• [21] P.D. Woodgate, G.M. Horner, N.P. Maynard, C.E.F. Rickard, J. Organomet. Chem. 590, 52 (1999) http://dx.doi.org/10.1016/S0022-328X(99)00424-6[Crossref]
• [22] D.B. Llewellyn, D. Adamson, B.A. Arndtsen, Org. Lett. 2, 4165 (2000) http://dx.doi.org/10.1021/ol000303y[Crossref]
• [23] W. Clegg, A.J. Scott, F.J. Lawlor, N.C. Norman, T.B. Marder, C. Dai, P. Nguyen, Acta Cryst. C55, 733 (1999)
• [24] A. Albinati, F. Faccini, S. Gross, G. Kickelbick, S. Rizzato, A. Venzo, Inorg. Chem. 46, 3459 (2007) http://dx.doi.org/10.1021/ic0615630[Crossref]
• [25] K.M. Kim, S.S. Lee, O.S. Jung, Y.S. Sohn, Inorg. Chem. 35, 3077 (1996) http://dx.doi.org/10.1021/ic960083d[Crossref]
• [26] M. Westerhausen, G. Sapelza, P. Mayer, Inorg. Chem. Commun. 9, 949 (2006) http://dx.doi.org/10.1016/j.inoche.2006.06.007[Crossref]
• [27] R.J. Errington, M. Tombul, G.L.P. Walker, W. Clegg, S.L. Heath, L. Horsburgh, J. Chem. Soc., Dalton Trans. 3533 (1999)

Identifiers

DOI

10.2478/s11532-011-0017-7