Metal Coordination-Directed Hydroxylation of Steroids with a Novel Artificial P-450 Catalyst

Abstract

[structure: see text] A novel catalyst has been synthesized in which a manganese-porphyrin unit is linked to two 2,2'-bipyridyl groups and two pentafluorophenyl groups in trans fashion on its four meso positions. Relative to a previous catalyst in which the manganese-porphyrin had four 2,2'-bipyridyl groups, the new catalyst, in the presence of Cu(2+) ions as coordinating linkers, catalyzes the oxidation of a steroid substrate with much better regioselectivity and higher turnover numbers.