A novel synthetic route to fused propenochlorin and benzochlorin photodynamic therapy probes

Reaction of meso-(2-formylvinyl)octaethylporphyrin with (CH3)3SiCN-Cu(OTf)2 produced unexpected 10(3)-trimethylsiloxyl and 10(3)-hydroxyl fused propenochlorins which, in H2SO4, underwent subsequent migration of the 8-ethyl group to the 10(3)-position of the exocyclic benzene ring to form a novel ben...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2002-06 (11), p.1172-1173
Main Authors: Li, Guolin, Mehta, Ricky, Srikrishnan, Thamarapu, Nurco, Daniel J, Tabaczynski, Walter A, Alderfer, James L, Smith, Kevin M, Dougherty, Thomas J, Pandey, Ravindra K
Format: Article
Language:English
Subjects:
Crystallography, X-Ray
Deuteroporphyrins - chemical synthesis
Deuteroporphyrins - chemistry
Magnetic Resonance Spectroscopy
Photochemotherapy
Photosensitizing Agents - chemical synthesis
Photosensitizing Agents - chemistry
Porphyrins - chemical synthesis
Porphyrins - chemistry
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Summary:Reaction of meso-(2-formylvinyl)octaethylporphyrin with (CH3)3SiCN-Cu(OTf)2 produced unexpected 10(3)-trimethylsiloxyl and 10(3)-hydroxyl fused propenochlorins which, in H2SO4, underwent subsequent migration of the 8-ethyl group to the 10(3)-position of the exocyclic benzene ring to form a novel benzochlorin.
ISSN:1359-7345
1364-548X
DOI:10.1039/b202280j