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Synthesis and Dipolymer Structure of Salen-type N2O2 Ligand 2,2'-[(Pentane-1,5-diyldioxy-bis)-bis-(nitrilomethylidyne)]dinaphthalene
Corresponding Author(s) : Li Zhao
Asian Journal of Chemistry,
Vol. 25 No. 8 (2013): Vol 25 Issue 8
Abstract
The compound, 2,2'-[(pentane-1,5-diyldioxy-bis)-bis-(nitrilomethylidyne)]dinaphthalene has been synthesized by 1,5-bis-(aminooxy)pentane and 2-naphthaldehyde in ethanol solution and characterized structurally by X-ray crystallography. The molecule of the title compound, C27H26N2O2, assumes a dipolymer structure through a weak C-H···C hydrogen-bonding interactions. And the single crystal structure of the compound revealed all-conformation of the (-CH=N-O-(CH2)5-O-N=CH-) linkage, which resulted in the structure with two nitrilomethylidyne units apart from each other. The compound is sufficiently stable to resist scrambling of the C=N bonds. This may be ascribed to lower reactivity of the C=N-O bonds toward nucleophiles.
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- S. Akine, A. Akimoto, T. Shiga, H. Oshio and T. Nabeshima, Inorg. Chem., 47, 875 (2008).
- W.K. Dong, Y.X. Sun, Y.P. Zhang, L. Li, X.N. He and X.L. Tang, Inorg. Chim. Acta, 362, 117 (2009).
- W.K. Dong, Y.X. Sun, Y.X. Zhao, X.Y Dong and L. Xu, Polyhedron, 29, 2087 (2010).
- J.P. Costes, F. Dahan and A. Dupuis, Inorg. Chem., 39, 165 (2000).
- S.S. Sun, C.L. Stern, S.T. Nguyen and J.T. Hupp, J. Am. Chem. Soc., 126, 6314 (2004).
- S. Yamada, Coord. Chem. Rev., 190, 537 (1999).
- A.K. Sharma, F. Lloret and R. Mukherjee, Inorg. Chem., 46, 5128 (2007).
- C. Policar, F. Lambert and M. Cesario, Eur. J. Inorg. Chem., 12, 2201 (1999).
- S. Akine, T. Taniguchi and T. Nabeshima, Chem. Lett., 682 (2001).
- S. Akine, T. Taniguchi and T. Nabeshima, Inorg. Chem., 43, 6142 (2004).
- S. Akine, W.K. Dong and T. Nabeshima, Inorg. Chem., 45, 4677 (2006).
- W.K. Dong, J.G. Duan and G.L. Liu, Transition Met. Chem., 32, 702 (2007).
- W.K. Dong, C.E. Zhu, H.L. Wu, Y.J. Ding and T.Z. Yu, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 37, 61 (2007).
- W.K. Dong, J.H. Feng, L. Wang and L. Xu, Transition Met. Chem., 32, 1101 (2007).
- W.K. Dong, J. Yao, Y.X. Sun, L. Li and J.C. Wu, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 40, 521 (2010).
References
S. Akine, A. Akimoto, T. Shiga, H. Oshio and T. Nabeshima, Inorg. Chem., 47, 875 (2008).
W.K. Dong, Y.X. Sun, Y.P. Zhang, L. Li, X.N. He and X.L. Tang, Inorg. Chim. Acta, 362, 117 (2009).
W.K. Dong, Y.X. Sun, Y.X. Zhao, X.Y Dong and L. Xu, Polyhedron, 29, 2087 (2010).
J.P. Costes, F. Dahan and A. Dupuis, Inorg. Chem., 39, 165 (2000).
S.S. Sun, C.L. Stern, S.T. Nguyen and J.T. Hupp, J. Am. Chem. Soc., 126, 6314 (2004).
S. Yamada, Coord. Chem. Rev., 190, 537 (1999).
A.K. Sharma, F. Lloret and R. Mukherjee, Inorg. Chem., 46, 5128 (2007).
C. Policar, F. Lambert and M. Cesario, Eur. J. Inorg. Chem., 12, 2201 (1999).
S. Akine, T. Taniguchi and T. Nabeshima, Chem. Lett., 682 (2001).
S. Akine, T. Taniguchi and T. Nabeshima, Inorg. Chem., 43, 6142 (2004).
S. Akine, W.K. Dong and T. Nabeshima, Inorg. Chem., 45, 4677 (2006).
W.K. Dong, J.G. Duan and G.L. Liu, Transition Met. Chem., 32, 702 (2007).
W.K. Dong, C.E. Zhu, H.L. Wu, Y.J. Ding and T.Z. Yu, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 37, 61 (2007).
W.K. Dong, J.H. Feng, L. Wang and L. Xu, Transition Met. Chem., 32, 1101 (2007).
W.K. Dong, J. Yao, Y.X. Sun, L. Li and J.C. Wu, Synth. React. Inorg. Met.-Org. Nano-Met. Chem., 40, 521 (2010).