Author:
Yon-Hin Paul,Wijesekera Tilak,Dolphin David
Abstract
The use of 1-bromo-19-methylbiladienes-ac in the synthesis of vinylporphyrins is described. The effect of the vinyl precursors on the reactions of the dipyrromethene intermediates and the construction of the linear tetrapyrrole are discussed. High-yield syntheses of a methylvinylporphyrin, an H-vinyl analogue, as well as two A,C-divinylporphyrins are presented. Keywords: pyrrole, dipyrromethene, acetoxyethylpyrrole, chloroethylpyrrole, biladiene-ac, porphyrin, vinylporphryin, benzoporphyrin, decarboxylation, transesterification.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
8 articles.
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1. Iron Porphyrin Chemistry;Encyclopedia of Inorganic and Bioinorganic Chemistry;2011-12-15
2. ChemInform Abstract: An Efficient Route to Vinylporphyrins.;ChemInform;2010-08-23
3. Pyridyl-substituted porphyrins: I. Synthesis and basicity of monopyridylporphyrins;Russian Journal of Organic Chemistry;2010-01
4. Iron Porphyrin Chemistry;Encyclopedia of Inorganic Chemistry;2006-03-15
5. Synthesis of unsymmetrical 5,15-diarylporphyrins;Journal of Porphyrins and Phthalocyanines;2002-07