CHED 545 |
| Porphyrins are naturally occurring tetrapyrrolic macrocycles. Pyrrole-modified porphyrins are synthetic compounds derived from porphyrins by formal replacement one (or more) of the pyrrolic units by a non-pyrrolic building block. These systems help to understand the electronic structure of porphyrins and, perhaps, generate chromophores with designed optical properties for a variety of applications. In 1993 Bonnett and co-workers reported the first, and to this day only, preparation of a pyrrole-modified porphyrin, [oxypyriporphyrinato]Ni(II), by derivatization of [octaethylporphyrinato]Ni(II). They further reported their inability to generate the non-metallated complex, its free base form. We will show here that the conversion of free base 1 to free base oxypyriporphyrin 2 is possible. In fact, the repeat of the reaction sequence lead to unprecedented macrocycles that incorporated two pyridinone moieties located on two opposite position on the macrocycle (3). We will detail the synthesis of these compounds and will describe some of their chemical and physical properties.
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, March 26, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Chemical Education |
