ORGN 571 |
Metal-mediated self-assembling porphyrins for stereochemical determination
| Courtney C. Olmsted, Qifei Yang, and Babak Borhan. Department of Chemistry, Michigan State University, East Lansing, MI 48823 |
Recent developments in the use of bisporphyrin tweezers as host molecules for chiral guests have led to several new methods of determining absolute stereochemistry of small molecules using exciton-coupled circular dichroism (ECCD). We have become interested in the possibility of using self-assembling porphyrins to accomplish the same ends. In these systems, the functional group attached to the porphyrin coordinates to a metal. Addition of a chiral molecule with an appropriate handle will also bind to the metal, leading to induced chirality for the system and thereby producing ECCD spectra. Towards this aim, we have pursued studies on the self-assembly of the alcohol, amide, and amine derivatives of 5-(4'-carboxymethylphenyl)-10,15,20-tetraphenylporphyrin with a variety of metals. The results of UV, ECCD, and NMR studies will be reported.  |
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Bioorganic, Molecular Recognition, Asymmetric Reactions and Syntheses
11:00 AM-1:00 PM, Wednesday, September 10, 2003 Javits Convention Center -- Hall 1B/1C, Poster
Sci-Mix
8:00 PM-10:00 PM, Monday, September 8, 2003 Javits Convention Center -- North Pavillion, Sci-Mix
Division of Organic Chemistry
The 226th ACS National Meeting, New York, NY, September 7-11, 2003
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