The first example of Diels-Alder cycloaddition of ortho-xylylenes to meso-tetraarylporphyrins containing electron-deficient β,β-double bonds |
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Authors: | Stanis?aw Ostrowski Przemys?aw Wyr?bek |
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Affiliation: | Institute of Chemistry, University of Podlasie, ul. 3 Maja 54, 08-110 Siedlce, Poland |
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Abstract: | β-Nitro-5,10,15,20-tetraphenylporphyrin and its zinc complex, or 2,7-dinitro-5,10,15,20-tetraphenylporphyrin, react with 1,3-dihydrobenzo[c]thiophene 2,2-dioxide in refluxing 1,2,4-trichlorobenzene, giving rise to chlorins, bacteriochlorins or isobacteriochlorins. The products obtained are attractive intermediates for further functionalization of porphyrins and may be of potential use as sensitizers in photodynamic therapy. |
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Keywords: | β-Nitro-meso-tetraarylporphyrins Chlorins Bacteriochlorins Isobacteriochlorins ortho-Xylylenes Diels-Alder reaction |
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