ORGN 314 |
| Tetrahydroporphyrins of the bacteriochlorin class have photophysical properties that make them ideally suited for a variety of applications in the materials and medical fields. Bacteriochlorins are of particular interest as potential chromophores for photodynamic therapy (a form of cancer treatment). Additionally, natural dioxobacteriochlorins of the tolyporphin family are known to reverse tumor multi-drug resistance. Continued research in these areas would benefit from a ready supply of synthetic material, but the de novo synthesis of bacteriochlorins has traditionally been a difficult proposition. We have developed a promising synthesis of bacteriochlorins from readily available pyrroles and alkyne acids. In principle, this approach should enable the preparation of bacteriochlorins with various substituents at both the pyrrole and meso positions. The methodology might also allow stereoselective access to chiral bacteriochlorins, such as tolyporphin.
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Heterocycles and Aromatics
8:00 AM-12:00 PM, Tuesday, March 27, 2007 McCormick Place Lakeside -- Room E350, Level 3, Oral
Division of Organic Chemistry |
