Biomimetic hydroxylation of aromatic compounds: Hydrogen peroxide and manganese-polyhalogenated porphyrins as a particularly good system.

67Citations
Citations of this article
4Readers
Mendeley users who have this article in their library.
Get full text

Abstract

Various iron- and manganese-porphyrins were compared as catalysts for the hydroxylation of anisole by H2O2or PhIO. Whereas all the iron-porphyrins tested gave low hydroxylation yields, Mn(III)-meso tetraarylporphyrins bearing halogen substituents on their meso-aryl and pyrrole groups gave good yields (up to 70% based on the oxidant) for the para-hydroxylation of anisole, especially with H2O2as oxidant in the presence of imidazole. Under these conditions, phenanthrene was quantitatively oxidized into its 9,10-epoxide and naphthalene was mainly oxidized into 1-naphthol (40% yield). Hydroxylation yields appeared dependent upon the reactivity of the oxidizing system not only toward the starting aromatic compound but also toward the phenol products. © 1990.

Cite

CITATION STYLE

APA

Carrier, M. N., Scheer, C., Gouvine, P., Bartoli, J. F., Battioni, P., & Mansuy, D. (1990). Biomimetic hydroxylation of aromatic compounds: Hydrogen peroxide and manganese-polyhalogenated porphyrins as a particularly good system. Tetrahedron Letters, 31(46), 6645–6648. https://doi.org/10.1016/S0040-4039(00)97136-3

Register to see more suggestions

Mendeley helps you to discover research relevant for your work.

Already have an account?

Save time finding and organizing research with Mendeley

Sign up for free