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

Zhenglai Fang and Ronald Breslow*
Department of Chemistry, Columbia University, New York, New York 10027
Org. Lett., 2006, 8 (2), pp 251–254
DOI: 10.1021/ol052589i
Publication Date (Web): December 21, 2005
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, rb33@columbia.edu

Abstract

Abstract Image

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 Cu2+ ions as coordinating linkers, catalyzes the oxidation of a steroid substrate with much better regioselectivity and higher turnover numbers.

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History

  • Published In Issue January 19, 2006
  • Received October 25, 2005

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