1,3-Dioxopyrrolo[3,4-b]porphyrins: synthesis and chemistry.


A novel 1,3-dioxopyrrolo[3,4-b]porphyrin (2) has been synthesized in 70% yield following a [4 + 2] cycloaddition reaction of pyrrolo[3,4-b]porphyrin 1 with (1)O(2). The new imide was used as a template to other 1,3-dioxopyrrolo[3,4-b]porphyrins and to the corresponding open counterparts. The UV/vis absorption spectra of the new compounds show significant red-shifts when compared with those of the nonsubstituted analogues. The structure of an imide derivative was confirmed by single-crystal X-ray diffraction.

DOI: 10.1021/ol102691s

Cite this paper

@article{Carvalho201113Dioxopyrrolo34bporphyrinsSA, title={1,3-Dioxopyrrolo[3,4-b]porphyrins: synthesis and chemistry.}, author={Carla Carvalho and Maria G. P. M. S. Neves and Augusto C. Tom{\'e} and Filipe A. Almeida Paz and Artur M S Silva and Jos{\'e} A S Cavaleiro}, journal={Organic letters}, year={2011}, volume={13 1}, pages={130-3} }