ORGN 717 |
| Development of bis-tri-phenylporphyrin tweezer and its application as a host molecule has provided a way to determine the absolute stereochemistry of small molecules by means of exciton-coupled circular dichroism (ECCD). Recent work in this area has included stereochemical determination of &alpha-chiral carboxylic acids. We have synthesized bulky porphyrin tweezers in order to study the influence of additional steric interactions on the sign and amplitude of the ECCD couplet as well as the binding behavior of the tweezer with the guest substrate. This alternative tweezers have been used in testing previously developed mnemonics for the stereochemical determination of &alpha-chiral carboxylic acids. Along with this we are interested in the development of porphyrin systems that can form aggregates and helical assemblies after binding to a chiral guest. The results of UV, ECCD, and NMR studies will be presented.
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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 |
