ORGN 720 |
| Discotic liquid crystalline phases are generally observed for the compounds consisting of a disklike rigid core and flexible peripheral side chains. The stability of the phases is greatly dependent on the rigidity of the central part, which can be improved by intramolecular hydrogen bonding. We prepared disklike hydrazone compounds by the azo coupling reaction of acetoacetamides having two 1,3-diketo groups with diazonium salts. The acetoacetamides were prepared by the reaction of aromatic amines with diketene. The 1H NMR and FT-IR spectroscopy study showed that the hydrazone structures were stabilized by the intramolecular hydrogen bonding in a solid and solution state. The hydrazone compounds with flexible alkyl tails showed stable discotic mesophases.
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Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster
Division of Organic Chemistry |
