Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins

John D Spence; Amanda E Hargrove; Hannah L Crampton; David W Thomas

doi:10.1016/j.tetlet.2006.10.164

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Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins

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Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins

John D Spence, Amanda E Hargrove, Hannah L Crampton and David W Thomas

Tetrahedron letters, Vol.48(4), pp.725-728

2007

DOI: https://doi.org/10.1016/j.tetlet.2006.10.164

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https://hdl.handle.net/20.500.12741/rep:4574

Abstract

Bergman cyclization

Enediynes

Porphyrins

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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Title: Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins
Creators: John D Spence - Department of Chemistry, California State University, Sacramento, 6000 J Street, Sacramento, CA 95819, United States
Amanda E Hargrove - Department of Chemistry, Trinity University, One Trinity Place, San Antonio, TX 78212, United States
Hannah L Crampton - Department of Chemistry, Trinity University, One Trinity Place, San Antonio, TX 78212, United States
David W Thomas - Department of Chemistry, Trinity University, One Trinity Place, San Antonio, TX 78212, United States
Academic Unit: Chemistry Department
Publisher: Elsevier Ltd
Publication Details: 2007
Identifiers: 99257847575801671; https://hdl.handle.net/20.500.12741/rep:4574; https://doi.org/10.1016/j.tetlet.2006.10.164
Language: English

Porphyrenediynes: synthesis and cyclization of meso-enediynylporphyrins

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