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A New Versatile Tool for Isomerization: Synthesis and Characterization of Lanthanide Chloride Tridendate Schiff base Derivatives
Corresponding Author(s) : Sadaf ul Hassan
Asian Journal of Chemistry,
Vol. 29 No. 6 (2017): Vol 29 Issue 6
Abstract
The different types of the tridentate Schiff base N-(2-methoxyphenyl) salicylideneamine derivative of lanthanideindenyl chloride complexes [Ind·Ln·Schiff base·Cl·2THF (Ln = Sm, Eu, Gd and Er)] along with NaH are proved to be a versatile tool for the isomerization of 1,5-hexadiene. The isomerization resulted in a mixture of hexa-1, 4-diene, hexa-2,4-diene, methylenecyclopentane and methylcyclopentene. Hexa-1,4-diene and methylenecyclopentane were the major products while hexa-2,4-diene and methylcyclopentene were the minor ones. The results showed that ligand size and radius of the metal are important factors in determining the catalytic efficiency of the complexes.
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References
J. Gromada, J. Spanswick and K. Matyjaszewski, Macromol. Chem. Phys., 205, 551 (2004); https://doi.org/10.1002/macp.200300082.
D. Cui, T. Tang, W. Bi, J. Cheng, W. Chen and B. Huang, J. Polym. Sci. A Polym. Chem., 41, 2667 (2003); https://doi.org/10.1002/pola.10814.
K. Hultzsch, T. Spaniol and J. Okuda, Angew. Chem. Int. Ed., 38, 227 (1999); https://doi.org/10.1002/(SICI)1521-3773(19990115)38:1/2<227::AIDANIE227>3.0.CO;2-M.
M. Nishiura, Z. Hou, T. Koizumi, T. Imamoto and Y. Wakatsuki, Macromolecules, 32, 8245 (1999); https://doi.org/10.1021/ma990101l.
C. Schaverien, J. Mol. Catal., 90, 177 (1994); https://doi.org/10.1016/0304-5102(94)00008-5.
W.M. Mueller, Metal Hydrides, Academic Press, New York, edn 4 (1968).
P.G. Cozzi, Chem. Soc. Rev., 33, 410 (2004); https://doi.org/10.1039/B307853C.
R.D. Jones, D.A. Summerville and F. Basolo, Chem. Rev., 79, 139 (1979); https://doi.org/10.1021/cr60318a002.
H.O. Gisela, The Chemistry of the Catalyzed Hydrogenation of Carbon Monoxide, Springer Verlag, Berlin, Germany, edn 3 (1984).
V.H. Dugas and C. Penny, Bioorganic Chemistry-A Chemical Approach to Enzyme Action, Springer-Verlag, Berlin, pp. 508 (1981).
J.D. Margerum and L.J. Miller, Photochromism, Wiley-Interscience, New York USA, edn 3 (1971).
W. Sawodny and M. Riederer, Angew. Chem. Int. Ed. Engl., 16, 859 (1977); https://doi.org/10.1002/anie.197708591.
M. Yousaf, J.U. Huang, Z.F. Feng, Y.L. Qian, J.Q. Sun and Z.D. Pan, Chin. J. Chem., 18, 759 (2000); https://doi.org/10.1002/cjoc.20000180519.
Q. Yanlong, S. Abu, J. Huang and L. Zhengwei, Chin. J. Catal., 21, 1 (2000).
M. Szypa, M. Urbala, Z. Rozwadowski and T. Dziembowska, Transition Met. Chem., 33, 855 (2008); https://doi.org/10.1007/s11243-008-9122-7.
F.Y. Li, D.G. Ward, S.S. Reddy and S. Collins, Macromolecules, 30, 1875 (1997); https://doi.org/10.1021/ma961472u.
R. Drozdzak, B. Allaert, N. Ledoux, I. Dragutan, V. Dragutan and F. Verpoort, Adv. Synth. Catal., 347, 1721 (2005); https://doi.org/10.1002/adsc.200404389.
M. Yousaf, Q. Liu, J. Huang and Y. Qian, Chin. J. Chem., 18, 740 (2000); https://doi.org/10.1002/cjoc.20000180515.
R.E. Maginn, S. Manastyrskyj and M. Dubeck, J. Am. Chem. Soc., 85, 672 (1963); https://doi.org/10.1021/ja00889a007.
Q. Liu, M. Ding, Y. Lin and Y. Xing, Polyhedron, 17, 555 (1998); https://doi.org/10.1016/S0277-5387(97)00335-5.