Synthetic access to new porphyrinoids from 2-nitro-5,10,15,20-tetraphenylporphyrin and an arylacetonitrile
| Autor: | Maria G. P. M. S. Neves, José A. S. Cavaleiro, El Mostapha Rakib, Nuno M. M. Moura, Ouafa Amiri, Maria A. F. Faustino |
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| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Base (chemistry) 010405 organic chemistry General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Yield (chemistry) Chlorin Tetraphenylporphyrin Nitro Reactivity (chemistry) Acetonitrile Derivative (chemistry) |
| Zdroj: | Monatshefte für Chemie - Chemical Monthly. 150:67-75 |
| ISSN: | 1434-4475 0026-9247 |
| DOI: | 10.1007/s00706-018-2283-y |
| Popis: | In this work, the reactivity of 2-nitro-5,10,15,20-tetraphenylporphyrin with 2-(4-nitrophenyl)acetonitrile in the presence of KOH as base was studied. Under these conditions, three new compounds were isolated: a β-di-substituted derivative, as the major compound, accompanied by two minor products, a π-extended and a β-isoxazoline-fused derivative, all in acceptable yields. A preliminary study was also performed in the presence of K2CO3. It allowed the isolation of a cyclopropyl-annulated chlorin in very good yield. All the obtained products were photochemically and photophysically characterized, some of them showing promising properties to be used as photosensitizers in photodynamic processes. |
| Databáze: | OpenAIRE |
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