Back to Search
Start Over
meso-Tetraphenylbenzoporphyrin-2²,2³-dicarboxylic Anhydride: A Platform to Benzoporphyrin Derivatives.
- Source :
-
Journal of Organic Chemistry . 7/5/2013, Vol. 78 Issue 13, p6622-6631. 10p. - Publication Year :
- 2013
-
Abstract
- A method to synthesize meso-tetraphenylbenzoporphyrin-2²,2³-dicarboxylic anhydride is reported. This compound reacts with alkylamines and arylamines to afford the corresponding "phthalimides" in moderate to excellent yields. The reaction of the title compound with benzene-1,4-diamine or with benzene-1,3-diamine yields the corresponding N,N'-(phenylene)bisphthalimides, whereas with benzene-1,2-diamine or naphthalene-1,8-diamine it affords heterocyclic-fused porphyrins. Molecular mechanics simulations elucidates the multiplicity of signals observed in the NMR spectra of the N,N'-(1,4-phenylene)bisphthalimide 11. This molecule exhibits two preferential conformations corresponding to a coplanar and an almost perpendicular arrangement of the benzoporphyrin units relative to the central benzenic ring. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 78
- Issue :
- 13
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 89393772
- Full Text :
- https://doi.org/10.1021/jo400948s