Title
An Anomalous Dipyrrole Product from Attempted Synthesis of a Tetraarylporphyrin
Document Type
Article
Publication Date
12-1-1988
Abstract
Heating of o-acetoxybenzaldehyde with pyrrole in hot acetic acid under Adler/Rothemund conditions yields a bright red (γmax 515 nm) dipyrrolic compound and only minor quantities of the expected tetraarylporphyrin. Using NMR, mass spectrometry, and X-ray crystallography, we show the red material to be the dibenzofuranylpyrromethene 3. A mechanism for the formation of this material is presented. © 1988, American Chemical Society. All rights reserved.
Publication Source (Journal or Book title)
Journal of Organic Chemistry
First Page
5847
Last Page
5849
Recommended Citation
Cavaleiro, J., de Fatima, M., Condesso, P., Olmstead, M., Oram, D., Snow, K., & Smith, K. (1988). An Anomalous Dipyrrole Product from Attempted Synthesis of a Tetraarylporphyrin. Journal of Organic Chemistry, 53 (25), 5847-5849. https://doi.org/10.1021/jo00260a009