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Synthesis and Characterization of Tetrahalogen Substituted Salamo-type Bisoximes Possessing More Flexible O-Alkyl Chain
Corresponding Author(s) : Gang Li
Asian Journal of Chemistry,
Vol. 26 No. 4 (2014): Vol 26 Issue 4
Abstract
Four tetrahalogen substituted Salamo-type bisoximes H2L1-H2L4 have been synthesized from 3-bromo-5-chloro-2-hydroxybenzaldehyde and 1,7-bis(aminooxy)heptane, 1,8-bis(aminooxy)octane, 1,9-bis(aminooxy)nonane or 1,10-bis(aminooxy)decane in ethanol medium, respectively and characterized by elemental analyses as well as IR, UV-visible and 1H NMR spectroscopy. Salamo-type bisoxime compound is much more useful to assemble supramolecular systems than a Salen moiety.
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- J. Kim, B. Chen, T.M. Reineke, H. Li, M. Eddaoudi, D.B. Moler, M. O’Keeffe and O.M. Yaghi, J. Am. Chem. Soc., 123, 8239 (2001); doi:10.1021/ja010825o.
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- H.Y. Han, Y.L. Song, H.W. Hou, Y.T. Fan and Y. Zhu, J. Chem. Soc., Dalton Trans., 1972 (2006).
- M.E. Braun, C.D. Steffek, J. Kim, P.G. Rasmussen and O.M. Yaghi, Chem. Commun., 24, 2532 (2001); doi:10.1039/b108031h.
- S.M. Saylor, R.M. Supkowski and R.L. LaDuca, Inorg. Chim. Acta, 361, 317 (2008); doi:10.1016/j.ica.2007.07.035.
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- S. Akine, T. Taniguchi and T. Nabeshima, Chem. Lett., 30, 682 (2001); doi:10.1246/cl.2001.682.
- S. Akine, T. Tadokoro and T. Nabeshima, Inorg. Chem., 51, 11478 (2012); doi:10.1021/ic3012525.
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- J.A. Faniran, K.S. Patel and J.C. Bailar Jr., J. Inorg. Nucl. Chem., 36, 1547 (1974); doi:10.1016/0022-1902(74)80621-4.
- T. Ghosh, B. Mondal, T. Ghosh, M. Sutradhar, G. Mukherjee and M. Drew, Inorg. Chim. Acta, 360, 1753 (2007); doi:10.1016/j.ica.2006.10.003.
- H.E. Smith, Chem. Rev., 83, 359 (1983); doi:10.1021/cr00056a001.
References
J. Kim, B. Chen, T.M. Reineke, H. Li, M. Eddaoudi, D.B. Moler, M. O’Keeffe and O.M. Yaghi, J. Am. Chem. Soc., 123, 8239 (2001); doi:10.1021/ja010825o.
D. Braga, L. Maini, M. Polito, E. Tagliavini and F. Grepioni, Coord. Chem. Rev., 246, 53 (2003); doi:10.1016/S0010-8545(03)00108-5.
H.Y. Han, Y.L. Song, H.W. Hou, Y.T. Fan and Y. Zhu, J. Chem. Soc., Dalton Trans., 1972 (2006).
M.E. Braun, C.D. Steffek, J. Kim, P.G. Rasmussen and O.M. Yaghi, Chem. Commun., 24, 2532 (2001); doi:10.1039/b108031h.
S.M. Saylor, R.M. Supkowski and R.L. LaDuca, Inorg. Chim. Acta, 361, 317 (2008); doi:10.1016/j.ica.2007.07.035.
J. Kim, B. Chen, T.M. Reineke, H. Li, M. Eddaoudi, D.B. Moler, M. O’Keeffe and O.M. Yaghi, J. Am. Chem. Soc., 123, 8239 (2001); doi:10.1021/ja010825o.
J.P. Costes, F. Dahan and A. Dupuis, Inorg. Chem., 39, 165 (2000); doi:10.1021/ic990865h.
S. Akine, T. Taniguchi and T. Nabeshima, Chem. Lett., 30, 682 (2001); doi:10.1246/cl.2001.682.
S. Akine, T. Tadokoro and T. Nabeshima, Inorg. Chem., 51, 11478 (2012); doi:10.1021/ic3012525.
S. Akine, S. Hotate and T. Nabeshima, J. Am. Chem. Soc., 133, 13868 (2011); doi:10.1021/ja205570z.
(a) W.K. Dong, Y.X. Sun, C.Y. Zhao, X.Y. Dong and L. Xu, Polyhedron, 29, 2087 (2010); doi:10.1016/j.poly.2010.04.006.; (b) W.K. Dong, Y.X. Sun, Y.P. Zhang, L. Li, X.N. He and X.L. Tang, Inorg. Chim. Acta, 362, 117 (2009); doi:10.1016/j.ica.2008.03.128.; (c) W.K. Dong, X.N. He, H.B. Yan, Z.W. Lv, X. Chen, C.Y. Zhao and X.L. Tang, Polyhedron, 28, 1419 (2009); doi:10.1016/j.poly.2009.03.017.; (d) W.K. Dong, Y.X. Sun, Y.P. Zhang, L. Li, X.N. He and X.L. Tang, Inorg. Chim. Acta, 362, 117 (2009); doi:10.1016/j.ica.2008.03.128.; (e) W.K. Dong, C.Y. Zhao, Y.X. Sun, X.L. Tang and X.N. He, Inorg. Chem. Commun., 12, 234 (2009); doi:10.1016/j.inoche.2008.12.019.; (f) W.K. Dong, Y.X. Sun, X.N. He, J.F. Tong and J.C. Wu, Spectrochim. Acta A, 76, 476 (2010); doi:10.1016/j.saa.2010.04.002.; (g) W.K. Dong, S.J. Xing, Y.X. Sun, L. Zhao, L.Q. Chai and X.H. Gao, J. Coord. Chem., 65, 1212 (2012); doi:10.1080/00958972.2012.669038.; (h) W.K. Dong, Y.X. Sun, S.J. Xing, Y. Wang and X.H. Gao, Z. Naturforsch, 67b, 197 (2012); doi:10.5560/ZNB.2012.67b0197.; (i) W.K. Dong, Y.X. Sun, G.H. Liu, L. Li, X.Y. Dong and X.H. Gao, Z. Anorg. Allg. Chem., 638, 1370 (2012); doi:10.1002/zaac.201200074.
S. Akine, T. Taniguchi, W. Dong, S. Masubuchi and T. Nabeshima, J. Org. Chem., 70, 1704 (2005); doi:10.1021/jo048030y.
J.A. Faniran, K.S. Patel and J.C. Bailar Jr., J. Inorg. Nucl. Chem., 36, 1547 (1974); doi:10.1016/0022-1902(74)80621-4.
T. Ghosh, B. Mondal, T. Ghosh, M. Sutradhar, G. Mukherjee and M. Drew, Inorg. Chim. Acta, 360, 1753 (2007); doi:10.1016/j.ica.2006.10.003.
H.E. Smith, Chem. Rev., 83, 359 (1983); doi:10.1021/cr00056a001.