Title
Synthesis and chemistry of new benzoporphyrins
Document Type
Article
Publication Date
12-10-1999
Abstract
Benzoporphyrins 5 and 6 are the major products obtained from the cycloaddition reactions of β-fused metallopyrroloporphyrins 1 and 2 with dimethyl acetylenedicarboxylate. In the presence of excess dienophile a bis- adduct is also obtained which undergoes retro-Diels-Alder reaction to produce 5. Benzoporphyrin 5 was converted into the first reported β-fused benzochlorins 9-11, and the free-base benzoporphyrin 12 was regioselectively brominated to afford 13. Exhaustive bromination also yields hexabromobenzoporphyrin 14.
Publication Source (Journal or Book title)
Tetrahedron Letters
First Page
8763
Last Page
8766
Recommended Citation
Vicente, M., Jaquinod, L., Khoury, R., Madrona, A., & Smith, K. (1999). Synthesis and chemistry of new benzoporphyrins. Tetrahedron Letters, 40 (50), 8763-8766. https://doi.org/10.1016/S0040-4039(99)01825-0