Title

Substituent effects in tetrapyrrole subunit reactivity and pinacol-pinacolone rearrangements: Vic-dihydroxychlorins and vic-dihydroxybacteriochlorins

Document Type

Article

Publication Date

12-5-1992

Abstract

Regiospecificity of pyrrole subunit OsO4 oxidation in porphyrins is affected significantly by the presence of electron-withdrawing groups on the macrocycle, the oxidation taking place at the subunit in the quadrant opposite to the electronegative group. Migratory aptitudes in subsequent pinacol-pinacolone rearrangements of porphyrin and pheophorbide vic-dihydroxy systems are likewise dependent upon the presence of electron-withdrawing functionalities. © 1992.

Publication Source (Journal or Book title)

Tetrahedron Letters

First Page

7815

Last Page

7818

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