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Effect of substituents in directing the formation of benzochlorins and isobacteriochlorins in porphyrin and chlorin systems
Authors:Mettath S  Li G  Srikrishnan T  Mehta R  Grossman Z D  Dougherty T J  Pandey R K
Institution:Department of Nuclear Medicine, and Molecular & Cellular Biophysics, Roswell Park Cancer Institute, Buffalo, New York 14263, USA.
Abstract:formula: see text] A first synthesis of free-base fluorinated benzochlorins by acid-catalyzed cyclization of 20-(2-trisiloxy-trifluoromethylvinyl)octaethylporphyrin++ + is achieved. Under similar reaction conditions, the purpurin-18-N-hexylimide analogues produced the corresponding fluorinated and nonfluorinated ethylidene-substituted isobacteriochlorins and fluorinated chlorin, respectively. The structure of the porphyrin based fluorinated benzochlorin was also confirmed by X-ray analysis.
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