Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins

Synthetic methodology to prepare porphyrinylethynyl enediynes has been developed. Compared to phenylethynyl derivatives, a bulky porphyrinic substituent on the alkyne significantly increases the thermal barrier toward Bergman cyclization and leads to multiple photolysis products.

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Bibliographic Details
Published in:Tetrahedron letters 2007-01, Vol.48 (4), p.725-728
Main Authors: Spence, John D., Hargrove, Amanda E., Crampton, Hannah L., Thomas, David W.
Format: Article
Language:English
Subjects:
Bergman cyclization
Enediynes
Porphyrins
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Description
Summary:Synthetic methodology to prepare porphyrinylethynyl enediynes has been developed. Compared to phenylethynyl derivatives, a bulky porphyrinic substituent on the alkyne significantly increases the thermal barrier toward Bergman cyclization and leads to multiple photolysis products.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.10.164