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Liquid-crystalline azines formed by the rare-earth promoted decomposition of hydrazide 'habbe' ligands: structural and thermal properties

(2003) JOURNAL OF MATERIALS CHEMISTRY. 13(7). p.1639-1645
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Abstract
In an attempt to synthesise liquid-crystalline rare-earth complexes of some habbe-type ligands (habbe = N-(2-{( 2E)-2-[2-hydroxy-4-(alkoxy) benzylidene] hydrazino}-2-oxoethyl) benzamide), decomposition of these ligands was observed. A synthetic pathway is proposed, in which the rare-earth ion promotes the decomposition of the habbe ligand into a symmetrical azine, which shows mesomorphism. The thermal behaviour of four azines obtained in this way was studied by hot-stage polarizing optical microscopy, differential scanning calorimetry (DSC) and high-temperature powder diffraction methods and shows that all four compounds are liquid-crystalline. The crystal structure of one of the azines has been determined by single crystal X-ray diffraction and shows an elongated orientation of the molecules and a layered crystal packing. Both starting and end products were further characterized by H-1-NMR.
Keywords
TRANSITION-TEMPERATURES, ASYMMETRIC CATALYSIS, MAGNETIC-ANISOTROPY, MEDIATED ORGANIC-SYNTHESIS, NONLINEAR-OPTICAL PROPERTIES, LANTHANIDE-CONTAINING METALLOMESOGENS, SCHIFFS BASE COMPLEXES, ACETOPHENONE AZINES, COUNTER-IONS, METAL

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Chicago
Van Deun, Rik, Tatjana N Parac-Vogt, Kristof Van Hecke, Luc Van Meervelt, Koen Binnemans, Daniel Guillon, and Bertrand Donnio. 2003. “Liquid-crystalline Azines Formed by the Rare-earth Promoted Decomposition of Hydrazide ‘Habbe’ Ligands: Structural and Thermal Properties.” Journal of Materials Chemistry 13 (7): 1639–1645.
APA
Van Deun, R., Parac-Vogt, T. N., Van Hecke, K., Van Meervelt, L., Binnemans, K., Guillon, D., & Donnio, B. (2003). Liquid-crystalline azines formed by the rare-earth promoted decomposition of hydrazide “habbe” ligands: structural and thermal properties. JOURNAL OF MATERIALS CHEMISTRY, 13(7), 1639–1645.
Vancouver
1.
Van Deun R, Parac-Vogt TN, Van Hecke K, Van Meervelt L, Binnemans K, Guillon D, et al. Liquid-crystalline azines formed by the rare-earth promoted decomposition of hydrazide “habbe” ligands: structural and thermal properties. JOURNAL OF MATERIALS CHEMISTRY. 2003;13(7):1639–45.
MLA
Van Deun, Rik, Tatjana N Parac-Vogt, Kristof Van Hecke, et al. “Liquid-crystalline Azines Formed by the Rare-earth Promoted Decomposition of Hydrazide ‘Habbe’ Ligands: Structural and Thermal Properties.” JOURNAL OF MATERIALS CHEMISTRY 13.7 (2003): 1639–1645. Print.
@article{1190343,
  abstract     = {In an attempt to synthesise liquid-crystalline rare-earth complexes of some habbe-type ligands (habbe = N-(2-\{( 2E)-2-[2-hydroxy-4-(alkoxy) benzylidene] hydrazino\}-2-oxoethyl) benzamide), decomposition of these ligands was observed. A synthetic pathway is proposed, in which the rare-earth ion promotes the decomposition of the habbe ligand into a symmetrical azine, which shows mesomorphism. The thermal behaviour of four azines obtained in this way was studied by hot-stage polarizing optical microscopy, differential scanning calorimetry (DSC) and high-temperature powder diffraction methods and shows that all four compounds are liquid-crystalline. The crystal structure of one of the azines has been determined by single crystal X-ray diffraction and shows an elongated orientation of the molecules and a layered crystal packing. Both starting and end products were further characterized by H-1-NMR.},
  author       = {Van Deun, Rik and Parac-Vogt, Tatjana N and Van Hecke, Kristof and Van Meervelt, Luc and Binnemans, Koen and Guillon, Daniel and Donnio, Bertrand},
  issn         = {0959-9428},
  journal      = {JOURNAL OF MATERIALS CHEMISTRY},
  keyword      = {TRANSITION-TEMPERATURES,ASYMMETRIC CATALYSIS,MAGNETIC-ANISOTROPY,MEDIATED ORGANIC-SYNTHESIS,NONLINEAR-OPTICAL PROPERTIES,LANTHANIDE-CONTAINING METALLOMESOGENS,SCHIFFS BASE COMPLEXES,ACETOPHENONE AZINES,COUNTER-IONS,METAL},
  language     = {eng},
  number       = {7},
  pages        = {1639--1645},
  title        = {Liquid-crystalline azines formed by the rare-earth promoted decomposition of hydrazide 'habbe' ligands: structural and thermal properties},
  url          = {http://dx.doi.org/10.1039/b303941m},
  volume       = {13},
  year         = {2003},
}

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