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Synthesis, Structure and Supramolecular Properties of 1,7'-bis[4-(3-Methyl-2,3-dihydro-pyrazol-1-yl)phenol]-1,4,7-trioxaheptane
Corresponding Author(s) : Bao-Yong Liu
Asian Journal of Chemistry,
Vol. 27 No. 4 (2015): Vol 27 Issue 4
Abstract
A new pyrazole derivative, 1,7'-bis[4-(3-methyl-2,3-dihydro-pyrazol-1-yl)phenol]-1,4,7-trioxaheptane with m.f. C24H24N4O5 has been synthesized and the crystal structure was determined by single crystal X-ray diffraction. Interestingly, the title compound are linked by intermolecular O2–H22···N2 hydrogen bonds into a 36 atoms' macro-ring which is further held together into one dimensional beaded chain via C–H···O hydrogen bonding between another phenol oxygen atom and one methylene carbon atom.
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References
J. Elguero, P. Goya, N. Jagerovic and A.M.S. Silva, Targets in Heterocyclic Systems-Chemistry and Properties, O.A. Attanasi and D. Spinelli, Italian Society of Chemistry, Vol. 6, pp. 167-203 (2002).
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Y. Xia, Z.-W. Dong, B.-X. Zhao, X. Ge, N. Meng, D.-S. Shin and J.-Y. Miao, Bioorg. Med. Chem., 15, 6893 (2007); doi:10.1016/j.bmc.2007.08.021.
B. Cottineau, P. Toto, C. Marot, A. Pipaud and J. Chenault, Bioorg. Med. Chem. Lett., 12, 2105 (2002); doi:10.1016/S0960-894X(02)00380-3.
K.Y. Lee, J.M. Kim and J.N. Kim, Tetrahedron Lett., 44, 6737 (2003); doi:10.1016/S0040-4039(03)01648-4.
Z.J. Jia, Y. Wu, W. Huang, P. Zhang, Y. Song, J. Woolfrey, U. Sinha, A.E. Arfsten, S.T. Edwards, A. Hutchaleelaha, S.J. Hollennbach, J.L. Lambing, R.M. Scarborough and B.Y. Zhu, Bioorg. Med. Chem. Lett., 14, 1229 (2004); doi:10.1016/j.bmcl.2003.12.054.
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J.W. Lyga, R.M. Patera, M.J. Plummer, B.P. Halling and D.A. Yuhas, Pestic. Sci., 42, 29 (1994); doi:10.1002/ps.2780420106.
K. Hirai, A. Uchida and R. Ohno, in eds.: P. Boger, K. Hirai and K. Wakabyashi, Herbicide Classes in Development, Springer-Verlag, Heidelberg, pp. 279-289 (2002).
M.J. Genin, C. Biles, B.J. Keiser, S.M. Poppe, S.M. Swaney, W.G. Tarpley, Y. Yagi and D.L. Romero, J. Med. Chem., 43, 1034 (2000); doi:10.1021/jm990383f.
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