✦ LIBER ✦
Selective Double Functionalization of meso-Tetraphenylporphyrin Complexes on the Same Pyrrole Unit by Tandem Electrophilic/Nucleophilic Aromatic Substitution
✍ Scribed by Stanisław Ostrowski; Anna M. Raczko
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- German
- Weight
- 191 KB
- Volume
- 88
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
The mono‐nitrated meso‐tetraphenylporphyrin (TPP) complex 2 could be readily functionalized on the substituted pyrrole ring with yields of up to 83%. These transformations were achieved via aromatic substitution with carbanions generated from diverse functionalized compounds containing different leaving groups (3a–g, Scheme 1). The resulting TPP compounds 4a–g, bearing two different β‐substituents on the same pyrrole ring, may be further manipulated. This, in turn, should allow one to tune the solubility of TPP derivatives used in photodynamic cancer therapy.