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

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