Direct Amination of meso-Tetraarylporphyrin Derivatives – Easy Route to A3B-, A2BC-, and A2B2-Type Porphyrins Bearing Two Nitrogen-Containing Substituents at the meso-Positioned Phenyl Groups
✍ Scribed by Stanisław Ostrowski; Sebastian Grzyb; Agnieszka Mikus
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- German
- Weight
- 307 KB
- Volume
- 90
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
meso‐Tetraarylporphyrinato complexes 1a–g (Zn^II^, Cu^II^, and Ni^II^) bearing one or two nitro‐substituted aryl moieties react with 1,1,1‐trimethylhydrazinium iodide in the presence of ^t^BuOK in THF at 0–5° or in the presence of KOH in DMSO at 60–70° according to a nucleophilic substitution of an H‐atom, thus affording porphyrins 2a–g and 3f,g with amino‐functionalized meso‐positioned aryl substituents in yields up to 73% (Scheme 1 and Table). The products obtained are attractive intermediates for further derivatization of porphyrins and may be of potential use as sensitizers in photodynamic cancer therapy.