Synthesis and Crystal Structure of 5-Methoxy-4'-chloro-2,2'-[ethylenedioxybis(nitrilomethylidyne)]diphenol

Yu-Hua Yang; Xin-Ying Zhang; Meng-Meng Zhao; Gang Li; Xiu-Yan Dong

doi:10.14233/ajchem.2014.16032

Issue

Vol. 26 No. 4 (2014): Vol 26 Issue 4

Issue Published : February 15, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Crystal Structure of 5-Methoxy-4'-chloro-2,2'-[ethylenedioxybis(nitrilomethylidyne)]diphenol

https://doi.org/10.14233/ajchem.2014.16032

Yu-Hua Yang

School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China

Xin-Ying Zhang

School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China

Meng-Meng Zhao

School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China

Gang Li

School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China

Xiu-Yan Dong

School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, P.R. China

Corresponding Author(s) : Gang Li

li_gang78@126.com

Asian Journal of Chemistry, Vol. 26 No. 4 (2014): Vol 26 Issue 4
Article Published : February 15, 2014

Abstract

An asymmetrical Salamo-type compound 5-methoxy-4'-chloro-2,2'-[ethylenedioxybis(nitrilomethylidyne)]diphenol have been synthesized and characterized by single crystal X-ray crystallography. The crystal structure shows that the compound adopts an L-shaped configuration, in which the benzene rings are approximately perpendicular, making a dihedral angle of 84.09(3)º. And the molecule contains abundant intramolecular and intermolecular hydrogen bonding interactions. Thus, each molecule links six other molecules into an infinite 3D supramolecular structure by intermolecular hydrogen bonding interactions.

Keywords

Asymmetrical Salamo-type compound Synthesis Crystal structure

Yang, Y.-H., Zhang, X.-Y., Zhao, M.-M., Li, G., & Dong, X.-Y. (2014). Synthesis and Crystal Structure of 5-Methoxy-4’-chloro-2,2’-[ethylenedioxybis(nitrilomethylidyne)]diphenol. Asian Journal of Chemistry, 26(4), 1133–1135. https://doi.org/10.14233/ajchem.2014.16032

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References

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A.D. Khalaji, M. Amirnasr and S. Triki, Inorg. Chim. Acta, 362, 587 (2009); doi:10.1016/j.ica.2008.03.111.

References

L. Canali, E. Cowan, H. Deleuze, C.L. Gibson and D.C. Sherrington, J. Chem. Soc. Perkin Trans. I, 2055 (2000); doi:10.1039/b002118k.

R. Breinbauer and E.N. Jacobsen, Angew. Chem. Int. Ed., 39, 3604 (2000); doi:10.1002/1521-3773(20001016)39:20<3604::AID-ANIE3604>3.0.CO;2-9.

T. Katsuki, Coord. Chem. Rev., 140, 189 (1995); doi:10.1016/0010-8545(94)01124-T.

X. Zheng, C.W. Jones and M. Weck, Chem. Eur. J., 12, 576 (2006); doi:10.1002/chem.200500786.

M.F. Summers, L.G. Marzilli, N. Bresciani-Pahor and L. Randaccio, J. Am. Chem. Soc., 106, 4478 (1984); doi:10.1021/ja00328a030.

T.T. Tsou, M. Loots and J. Halpern, J. Am. Chem. Soc., 104, 623 (1982); doi:10.1021/ja00366a046.

P.G. Lacroix, Eur. J. Inorg. Chem., 2001, 339 (2001); doi:10.1002/1099-0682(200102)2001:2<339::AID-EJIC339>3.0.CO;2-Z.

S.D. Bella and I. Fragala, Synth. Met., 115, 191 (2000); doi:10.1016/S0379-6779(00)00354-4.

J.P. Costes, F. Dahan and A. Dupuis, Inorg. Chem., 39, 165 (2000); doi:10.1021/ic990865h.

A. Bencini, C. Benelli, A. Caneschi, R.L. Carlin, A. Dei and D. Gatteschi, J. Am. Chem. Soc., 107, 8128 (1985); doi:10.1021/ja00312a054.

C. Edder, C. Piguet, J.C.G. Bünzli and G. Hopfgartner, Chem. Eur. J., 7, 3014 (2001); doi:10.1002/1521-3765(20010716)7:14<3014::AID-CHEM3014>3.0.CO;2-D.

M. Sasaki, K. Manseki, H. Horiuchi, M. Kumagai, M. Sakamoto, H. Sakiyama, Y. Nishida, M. Sakai, Y. Sadaoka, M. Ohba and H. Okawa, J. Chem. Soc., Dalton Trans., 259 (2000); doi:10.1039/a907423f.

J.C.G. Bünzli and C. Piguet, Chem. Rev., 102, 1897 (2002); doi:10.1021/cr010299j.

S.S. Sun, C.L. Stern, S.T. Nguyen and J.T. Hupp, J. Am. Chem. Soc., 126, 6314 (2004); doi:10.1021/ja037378s.

D.A. Annis and E.N. Jacobsen, J. Am. Chem. Soc., 121, 4147 (1999); doi:10.1021/ja984410n.

(a) 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.; (b) W.K. Dong, Y.X. Sun, S.J. Xing, Y. Wang and X.H. Gao, Z. Naturforsch, 67, 197 (2012); doi:10.5560/ZNB.2012.67b0197.; (c) W.K. Dong, K.Q. Li, Y. Zhang, L. Xu, L. Wang and X.Y. Dong, Asian J. Chem., 25, 4398 (2013); (d) 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.; (e) 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.; (f) 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.

S. Akine, T. Taniguchi, W.K. Dong, S. Masubuchi and T. Nabeshima, J. Org. Chem., 70, 1704 (2005); doi:10.1021/jo048030y.

S. Akine, T. Matsumoto, S. Sairenji and T. Nabeshima, Supramol. Chem., 23, 106 (2011); doi:10.1080/10610278.2010.514906.

H.B. Zhu, Z.Y. Dai, W. Huang, K. Cui, S.H. Gou and C.J. Zhu, Polyhedron, 23, 1131 (2004); doi:10.1016/j.poly.2004.02.005.

A.D. Khalaji, M. Amirnasr and S. Triki, Inorg. Chim. Acta, 362, 587 (2009); doi:10.1016/j.ica.2008.03.111.

Issue

Vol. 26 No. 4 (2014): Vol 26 Issue 4

Synthesis and Crystal Structure of 5-Methoxy-4'-chloro-2,2'-[ethylenedioxybis(nitrilomethylidyne)]diphenol

Corresponding Author(s) : Gang Li

Abstract

Keywords

Full Article

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