A kind of polysubstituted benzene,
was synthesized and its crystal structure was determined. The molecule is
composed of two phenyl moieties, two methyl groups, a cyano group, an amino group
and a nitro group. The methyl groups, cyano group and amino group are nearly
coplanar with the connected benzene ring. Because of the large volume, the
nitro group and the connected benzene ring are twisted. The dihedral angle
between the two benzene rings is 83.51°. In the crystal, molecules are linked
by N—H···N and C—H···O hydrogen bonds.
G. Yeap, S. Balamurugan and S. Rakesh, “Synthesis and Mesomorphic Properties of Chiral Liquid Crystal Dimers Derived from Azobenzene and Substituted Naphthol,” Liquid Crystals, Vol. 40, No. 4, 2013, pp. 555-563.
G. Mao, J. Wang, R. S. Clingman and C. K. Ober, “Molecular Design, Synthesis, and Characterization of Liquid Crystal-Coil Diblock Copolymers with Azobenzene Side Groups,” Macromolecules, Vol. 30, No. 9, 1997, pp. 2556-2567. doi:10.1021/ma9617835
S. Luo, J. Xiong and Z. Wang, “Design and Synthesis of 2(5H)-Furanone Liquid-Crystal Compounds Based on Natural Molecules and Biphenyl Derivatives,” Research on Chemical Intermediates, Vol. 39, No. 4, 2013, pp. 1865-1876. doi:10.1007/s11164-012-0721-8
H. S. Bhatt, P. D. Patel and J. S. Dave, “Synthesis of Liquid Crystals with Lateral Substituents in Central and Terminal Benzene Cores and Their Mesomorphic Characterization,” Molecular Crystals and Liquid Crystals, Vol. 575, 2013, pp. 104-11.
O. Lavastre, I. Illitchev, G. Jegou and P. H. Dixneuf, “Discovery of New Fluorescent Materials from Fast Synthesis and Screening of Conjugated Polymers,” Journal of American Chemistry Society, Vol. 124, No. 19, 2002, pp. 5278-5279. doi:10.1021/ja025764o
C. W. Lee, K. S. Yook and J. Y. Lee, “Synthesis and Device Application of Hybrid Host Materials of Carbazole and Benzofuran for High Efficiency Solution Processed Blue Phosphorescent Organic Light-Emitting Diodes,” Organic Electronics, Vol. 14, No. 3, 2013, pp. 1009-1014. doi:10.1016/j.orgel.2013.01.025
X. Q. Lin, B. J. Chen, X. H. Zhang, C. S. Lee, H. L. Kwong, et al., “A Novel Yellow Fluorescent Dopant for High-Performance Organic Electroluminescent Devices,” Chemistry of Materials, Vol. 13, No. 2, 2001, pp. 456-458. doi:10.1021/cm0004679
J. Sun, H. Jiang and J. Zhang, Y. Tao and R. Chen, “Synthesis and Characterization of Heteroatom Substituted Carbazole Derivatives: Potential Host Materials for Phosphorescent Organic Light-Emitting Diodes,” New Journal of Chemistry, Vol. 37, No. 4, 2013, pp. 977-985.
T. Verdelet, G. Mercey, N. Correa, L. Jean and P. Y. Renard, “Straightforward and Efficient Synthesis of 3-Benzyloxy-4-bromopicolinate ester and 3-Benzyloxy-5-bromopicolinate Ester, Common Building Blocks for Pharmaceuticals and Agrochemicals,” Tetrahedron, Vol. 67, No. 45, 2011, pp. 8757-8762.
C. J. C. Connolly, J. M. Hamby, M. C. Schroeder, M. Barviana, G. H. Lub, et al., “Discovery and Structure-activity Studies of a Novel Series of Pyrido [2,3-d] Pyrimidine Tyrosine Kinase Inhibitors,” Bioorganic & Medicinal Chemistry Letters, Vol. 7, No. 18, 1997, pp. 2415-2420. doi:10.1016/S0960-894X(97)00445-9
X. Zhang, G. C. G Paisa, E. S. Svarovskaiab, C. Marchandc, A. A. Johnson, et al., “Azido-Containing Aryl β-Diketo Acid HIV-1 Integrase Inhibitors,” Bioorganic & Medicinal Chemistry Letters, Vol. 13, No. 6, 2003, pp. 1215-1219. doi:10.1016/S0960-894X(03)00059-3